e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Total syntheses of epothilones A and B

D Meng, P Bertinato, A Balog, DS Su…

Index: Journal of the American Chemical Society, , vol. 119, # 42 p. 10073 - 10092

Full Text: HTML

Citation Number: 310

Abstract

... Journal of the ... Soc. , 1997, 119 (42), pp 10073–10092. DOI: 10.1021/ja971946k. Publication Date (Web): October 22, 1997. Copyright © 1997 American Chemical Society. ... phosphorane 9, leading to 10 in 83% yield (see Scheme 2). 8a At this stage, it was of interest to us to take ...

N/A Structure

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Epothilone D Structure

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(S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-yl (3S,5R,6S,7S,8S)-7-((tert-butyldimethylsilyl)oxy)-3,5-dihydroxy-4,4,6,8,12-pentamethyltridec-12-enoate Structure

(S,E)-2-methyl-...

~%

Epothilone D Structure

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N/A Structure

~%

Epothilone D Structure

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(S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-yl (3S,5R,6R,7S,8S)-7-((tert-butyldimethylsilyl)oxy)-3-hydroxy-4,4,6,8,12-pentamethyl-5-((triphenylsilyl)oxy)tridec-12-enoate Structure

(S,E)-2-methyl-...

~%

Epothilone D Structure

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N/A Structure

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Epothilone D Structure

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(1E,3S,5Z,10S,11S,12R,13R)-11-((tert-butyldimethylsilyl)oxy)-2,6,10,12,14,14-hexamethyl-1-(2-methylthiazol-4-yl)-15-oxo-13-((triphenylsilyl)oxy)pentadeca-1,5-dien-3-yl acetate Structure

(1E,3S,5Z,10S,1...

~%

Epothilone D Structure

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N/A Structure

~%

Epothilone D Structure

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N/A Structure

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Epothilone D Structure

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(4R,6R,7R,8S,9S,16S,Z)-8-((tert-butyldimethylsilyl)oxy)-4-hydroxy-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-6-((triphenylsilyl)oxy)oxacyclohexadec-13-en-2-one Structure

(4R,6R,7R,8S,9S...

~%

Epothilone D Structure

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(4S,6R,7R,8S,9S,16S,Z)-8-((tert-butyldimethylsilyl)oxy)-4-hydroxy-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-6-((triphenylsilyl)oxy)oxacyclohexadec-13-en-2-one Structure

(4S,6R,7R,8S,9S...

~%

Epothilone D Structure

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(3R,4R,5S)-3-(1,1-dimethoxy-2-methylpropan-2-yl)-4,7,7,8,8-pentamethyl-5-((S)-pent-4-en-2-yl)-1,1,1-triphenyl-2,6-dioxa-1,7-disilanonane Structure

(3R,4R,5S)-3-(1...

~%

Epothilone D Structure

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(3R,4R,5S)-3-(2-(1,3-dithian-2-yl)propan-2-yl)-4,7,7,8,8-pentamethyl-5-((S)-pent-4-en-2-yl)-1,1,1-triphenyl-2,6-dioxa-1,7-disilanonane Structure

(3R,4R,5S)-3-(2...

~%

Epothilone D Structure

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(3S,4S,5R,6R)-4-((tert-butyldimethylsilyl)oxy)-7-(1,3-dithian-2-yl)-3,5,7-trimethyl-6-((triphenylsilyl)oxy)octanal Structure

(3S,4S,5R,6R)-4...

~%

Epothilone D Structure

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(3R,4R,5S)-3-(2-(1,3-dithian-2-yl)propan-2-yl)-5-((S)-4-methoxybut-3-en-2-yl)-4,7,7,8,8-pentamethyl-1,1,1-triphenyl-2,6-dioxa-1,7-disilanonane Structure

(3R,4R,5S)-3-(2...

~%

Epothilone D Structure

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4-Formyl-2-methylthiazole Structure

4-Formyl-2-meth...

~%

epothilone B Structure

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(1S)-[(1E)-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethynyl]-3-butenyl acetate Structure

(1S)-[(1E)-meth...

~%

epothilone B Structure

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(1E,3Z)-1-methoxy-2-methyl-3-[(trimethylsilyl)oxy]-penta-1,3-diene Structure

(1E,3Z)-1-metho...

~%

epothilone B Structure

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N/A Structure

~%

epothilone B Structure

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(2S,3S,4R,5R)-1-(benzyloxy)-6-(1,3-dithian-2-yl)-2,4,6-trimethyl-5-((triphenylsilyl)oxy)heptan-3-ol Structure

(2S,3S,4R,5R)-1...

~%

epothilone B Structure

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(2R,3R,4R,5R)-3-((tert-butyldimethylsilyl)oxy)-6-(1,3-dithian-2-yl)-2,4,6-trimethyl-5-((triphenylsilyl)oxy)heptanal Structure

(2R,3R,4R,5R)-3...

~%

epothilone B Structure

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(3R,4R,5S)-3-(2-(1,3-dithian-2-yl)propan-2-yl)-5-((S)-1-(benzyloxy)propan-2-yl)-4,7,7,8,8-pentamethyl-1,1,1-triphenyl-2,6-dioxa-1,7-disilanonane Structure

(3R,4R,5S)-3-(2...

~%

epothilone B Structure

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(2S,3S,4R)-2-((S)-1-(benzyloxy)propan-2-yl)-3,5-dimethyl-3,4-dihydro-2H-pyran-4-ol Structure

(2S,3S,4R)-2-((...

~%

epothilone B Structure

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N/A Structure

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epothilone B Structure

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N/A Structure

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epothilone B Structure

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N/A Structure

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epothilone B Structure

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(3R,4R,5S,6S)-6-((S)-1-(benzyloxy)propan-2-yl)-3-(iodomethyl)-2-methoxy-3,5-dimethyltetrahydro-2H-pyran-4-ol Structure

(3R,4R,5S,6S)-6...

~%

epothilone B Structure

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N/A Structure

~%

epothilone B Structure

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(S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-yl (3S,5R,6S,7S,8S)-3,7-bis((tert-butyldimethylsilyl)oxy)-5-hydroxy-4,4,6,8,12-pentamethyltridec-12-enoate Structure

(S,E)-2-methyl-...

~%

epothilone B Structure

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(3R,4R,5S,6S)-5-((tert-butyldimethylsilyl)oxy)-2,2,4,6,10-pentamethyl-3-((triphenylsilyl)oxy)undec-10-enal Structure

(3R,4R,5S,6S)-5...

~%

epothilone B Structure

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(3R,4R,5S)-3-(2-(1,3-dithian-2-yl)propan-2-yl)-4,7,7,8,8-pentamethyl-5-((S)-6-methylhept-6-en-2-yl)-1,1,1-triphenyl-2,6-dioxa-1,7-disilanonane Structure

(3R,4R,5S)-3-(2...

~%

epothilone B Structure

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N/A Structure

~%

epothilone B Structure

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(S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-yl (3S,5R,6S,7S,8S)-7-((tert-butyldimethylsilyl)oxy)-3,5-dihydroxy-4,4,6,8,12-pentamethyltridec-12-enoate Structure

(S,E)-2-methyl-...

~%

epothilone B Structure

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N/A Structure

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epothilone B Structure

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(S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-yl (3S,5R,6R,7S,8S)-7-((tert-butyldimethylsilyl)oxy)-3-hydroxy-4,4,6,8,12-pentamethyl-5-((triphenylsilyl)oxy)tridec-12-enoate Structure

(S,E)-2-methyl-...

~%

epothilone B Structure

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N/A Structure

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epothilone B Structure

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(1E,3S,5Z,10S,11S,12R,13R)-11-((tert-butyldimethylsilyl)oxy)-2,6,10,12,14,14-hexamethyl-1-(2-methylthiazol-4-yl)-15-oxo-13-((triphenylsilyl)oxy)pentadeca-1,5-dien-3-yl acetate Structure

(1E,3S,5Z,10S,1...

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epothilone B Structure

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N/A Structure

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epothilone B Structure

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N/A Structure

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epothilone B Structure

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(4R,6R,7R,8S,9S,16S,Z)-8-((tert-butyldimethylsilyl)oxy)-4-hydroxy-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-6-((triphenylsilyl)oxy)oxacyclohexadec-13-en-2-one Structure

(4R,6R,7R,8S,9S...

~%

epothilone B Structure

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(4S,6R,7R,8S,9S,16S,Z)-8-((tert-butyldimethylsilyl)oxy)-4-hydroxy-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-6-((triphenylsilyl)oxy)oxacyclohexadec-13-en-2-one Structure

(4S,6R,7R,8S,9S...

~%

epothilone B Structure

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(3R,4R,5S)-3-(1,1-dimethoxy-2-methylpropan-2-yl)-4,7,7,8,8-pentamethyl-5-((S)-pent-4-en-2-yl)-1,1,1-triphenyl-2,6-dioxa-1,7-disilanonane Structure

(3R,4R,5S)-3-(1...

~%

epothilone B Structure

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(3R,4R,5S)-3-(2-(1,3-dithian-2-yl)propan-2-yl)-4,7,7,8,8-pentamethyl-5-((S)-pent-4-en-2-yl)-1,1,1-triphenyl-2,6-dioxa-1,7-disilanonane Structure

(3R,4R,5S)-3-(2...

~%

epothilone B Structure

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(3S,4S,5R,6R)-4-((tert-butyldimethylsilyl)oxy)-7-(1,3-dithian-2-yl)-3,5,7-trimethyl-6-((triphenylsilyl)oxy)octanal Structure

(3S,4S,5R,6R)-4...

~%

epothilone B Structure

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(3R,4R,5S)-3-(2-(1,3-dithian-2-yl)propan-2-yl)-5-((S)-4-methoxybut-3-en-2-yl)-4,7,7,8,8-pentamethyl-1,1,1-triphenyl-2,6-dioxa-1,7-disilanonane Structure

(3R,4R,5S)-3-(2...

~%

epothilone B Structure

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(4S,7R,8S,9S,16S)-4,8-bis((tert-butyldimethylsilyl)oxy)-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)oxacyclohexadec-13-ene-2,6-dione Structure

(4S,7R,8S,9S,16...

~%

epothilone B Structure

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4-Formyl-2-methylthiazole Structure

4-Formyl-2-meth...

~%

Epothilone D Structure

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(1S)-[(1E)-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethynyl]-3-butenyl acetate Structure

(1S)-[(1E)-meth...

~%

Epothilone D Structure

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(3S)-2-methyl-1-(2-methyl-1,3-thiazol-4-yl)hexa-1,5-dien-3-ol Structure

(3S)-2-methyl-1...

~%

Epothilone A Structure

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N/A Structure

~%

Epothilone A Structure

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(2S,3S,4R,5R)-1-(benzyloxy)-6-(1,3-dithian-2-yl)-2,4,6-trimethyl-5-((triphenylsilyl)oxy)heptan-3-ol Structure

(2S,3S,4R,5R)-1...

~%

Epothilone A Structure

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(2R,3R,4R,5R)-3-((tert-butyldimethylsilyl)oxy)-6-(1,3-dithian-2-yl)-2,4,6-trimethyl-5-((triphenylsilyl)oxy)heptanal Structure

(2R,3R,4R,5R)-3...

~%

Epothilone A Structure

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(3R,4R,5S)-3-(2-(1,3-dithian-2-yl)propan-2-yl)-5-((S)-1-(benzyloxy)propan-2-yl)-4,7,7,8,8-pentamethyl-1,1,1-triphenyl-2,6-dioxa-1,7-disilanonane Structure

(3R,4R,5S)-3-(2...

~%

Epothilone A Structure

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(1E,3Z)-1-methoxy-2-methyl-3-[(trimethylsilyl)oxy]-penta-1,3-diene Structure

(1E,3Z)-1-metho...

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Epothilone A Structure

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N/A Structure

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Epothilone A Structure

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(3S)-3-(methoxymethoxy)-6-(trimethylsilyl)hex-5-yn-2-ol Structure

(3S)-3-(methoxy...

~%

Epothilone A Structure

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(S)-2-(methoxymethoxy)-5-(trimethylsilyl)pent-4-ynal Structure

(S)-2-(methoxym...

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Epothilone A Structure

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N/A Structure

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Epothilone A Structure

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(2S,3S,4R)-2-((S)-1-(benzyloxy)propan-2-yl)-3,5-dimethyl-3,4-dihydro-2H-pyran-4-ol Structure

(2S,3S,4R)-2-((...

~%

Epothilone A Structure

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N/A Structure

~%

Epothilone A Structure

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N/A Structure

~%

Epothilone A Structure

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(1S)-[(1E)-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethynyl]-3-butenyl acetate Structure

(1S)-[(1E)-meth...

~%

Epothilone A Structure

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N/A Structure

~%

Epothilone A Structure

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(3R,4R,5S,6S)-6-((S)-1-(benzyloxy)propan-2-yl)-3-(iodomethyl)-2-methoxy-3,5-dimethyltetrahydro-2H-pyran-4-ol Structure

(3R,4R,5S,6S)-6...

~%

Epothilone A Structure

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N/A Structure

~%

Epothilone A Structure

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(1S)-1-[(E)-1-Methyl-2-(2-methyl-1,3-thiazol-4-yl)-1-ethenyl]-3-butenyl (3S,6R,7S,8S)-3,7-di-[tert-butyldimethylsilyloxy]-4,4,6,8-tetramethyl-5-oxo-12-tridecenoate Structure

(1S)-1-[(E)-1-M...

~%

Epothilone A Structure

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(2S)-1-((tetrahydro-2H-pyran-2-yl)oxy)-5-(trimethylsilyl)pent-4-yn-2-ol Structure

(2S)-1-((tetrah...

~%

Epothilone A Structure

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N/A Structure

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Epothilone A Structure

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N/A Structure

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Epothilone A Structure

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N/A Structure

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Epothilone A Structure

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(S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-yl (3R,5R,6R,7S,8S)-7-((tert-butyldimethylsilyl)oxy)-3-hydroxy-4,4,6,8-tetramethyl-5-((triphenylsilyl)oxy)tridec-12-enoate Structure

(S,E)-2-methyl-...

~%

Epothilone A Structure

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12,13-bismethylene-12,13-secoepothilone Structure

12,13-bismethyl...

~%

Epothilone A Structure

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(S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-yl (3S,5R,6R,7S,8S)-7-((tert-butyldimethylsilyl)oxy)-3-hydroxy-4,4,6,8-tetramethyl-5-((triphenylsilyl)oxy)tridec-12-enoate Structure

(S,E)-2-methyl-...

~%

Epothilone A Structure

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(S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-yl (3S,5R,6R,7S,8S)-7-((tert-butyldimethylsilyl)oxy)-4,4,6,8-tetramethyl-3-((triethylsilyl)oxy)-5-((triphenylsilyl)oxy)tridec-12-enoate Structure

(S,E)-2-methyl-...

~%

Epothilone A Structure

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N/A Structure

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Epothilone A Structure

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N/A Structure

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Epothilone A Structure

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(S,E)-4-(6-iodo-3-(methoxymethoxy)-2-methylhex-1-en-5-yn-1-yl)-2-methylthiazole Structure

(S,E)-4-(6-iodo...

~%

Epothilone A Structure

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(3R,4R,5S)-3-(1,1-dimethoxy-2-methylpropan-2-yl)-4,7,7,8,8-pentamethyl-5-((S)-pent-4-en-2-yl)-1,1,1-triphenyl-2,6-dioxa-1,7-disilanonane Structure

(3R,4R,5S)-3-(1...

~%

Epothilone A Structure

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(3R,4R,5S)-3-(2-(1,3-dithian-2-yl)propan-2-yl)-4,7,7,8,8-pentamethyl-5-((S)-pent-4-en-2-yl)-1,1,1-triphenyl-2,6-dioxa-1,7-disilanonane Structure

(3R,4R,5S)-3-(2...

~%

Epothilone A Structure

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(3S,4S,5R,6R)-4-((tert-butyldimethylsilyl)oxy)-7-(1,3-dithian-2-yl)-3,5,7-trimethyl-6-((triphenylsilyl)oxy)octanal Structure

(3S,4S,5R,6R)-4...

~%

Epothilone A Structure

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(3R,4R,5S)-3-(2-(1,3-dithian-2-yl)propan-2-yl)-5-((S)-4-methoxybut-3-en-2-yl)-4,7,7,8,8-pentamethyl-1,1,1-triphenyl-2,6-dioxa-1,7-disilanonane Structure

(3R,4R,5S)-3-(2...

~%

Epothilone A Structure

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(S,E)-4-(3-(methoxymethoxy)-2-methyl-6-(trimethylsilyl)hex-1-en-5-yn-1-yl)-2-methylthiazole Structure

(S,E)-4-(3-(met...

~%

Epothilone A Structure

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(1E,3S,5Z,10S,11S,12R,13R)-11-((tert-butyldimethylsilyl)oxy)-2,10,12,14,14-pentamethyl-1-(2-methylthiazol-4-yl)-15-oxo-13-((triphenylsilyl)oxy)pentadeca-1,5-dien-3-yl acetate Structure

(1E,3S,5Z,10S,1...

~%

Epothilone A Structure

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N/A Structure

~%

Epothilone A Structure

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(4S,6R,7S,8S,9S,16S,Z)-8-((tert-butyldimethylsilyl)oxy)-4,6-dihydroxy-5,5,7,9-tetramethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)oxacyclohexadec-13-en-2-one Structure

(4S,6R,7S,8S,9S...

~%

Epothilone A Structure

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(4S,6R,7S,8S,9S,16S,Z)-4,8-bis((tert-butyldimethylsilyl)oxy)-6-hydroxy-5,5,7,9-tetramethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)oxacyclohexadec-13-en-2-one Structure

(4S,6R,7S,8S,9S...

~%

Epothilone A Structure

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(4S,6R,7R,8S,9S,16S,Z)-8-((tert-butyldimethylsilyl)oxy)-4-hydroxy-5,5,7,9-tetramethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-6-((triphenylsilyl)oxy)oxacyclohexadec-13-en-2-one Structure

(4S,6R,7R,8S,9S...

~%

Epothilone A Structure

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N/A Structure

~%

Epothilone A Structure

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tert-butyl (3S,5R,6S,7S,8S)-7-((tert-butyldimethylsilyl)oxy)-3,5-dihydroxy-4,4,6,8-tetramethylundec-10-enoate Structure

tert-butyl (3S,...

~%

Epothilone A Structure

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tert-butyl (3S,6R,7S,8S)-3,7-bis((tert-butyldimethylsilyl)oxy)-4,4,6,8-tetramethyl-5-oxoundec-10-enoate Structure

tert-butyl (3S,...

~%

Epothilone A Structure

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(3R,4R,5S,6S)-5-((tert-butyldimethylsilyl)oxy)-2,2,4,6-tetramethyl-3-((triphenylsilyl)oxy)non-8-enal Structure

(3R,4R,5S,6S)-5...

~%

Epothilone A Structure

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N/A Structure

~%

Epothilone A Structure

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(3S,6R,7S,8S)-tert-butyldimethylsilyl 3,7-bis((tert-butyldimethylsilyl)oxy)-4,4,6,8-tetramethyl-5-oxoundec-10-enoate Structure

(3S,6R,7S,8S)-t...

~%

Epothilone A Structure

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(3S,5R,6R,7S,8S)-tert-butyl 7-((tert-butyldimethylsilyl)oxy)-3-hydroxy-4,4,6,8-tetramethyl-5-((triphenylsilyl)oxy)undec-10-enoate Structure

(3S,5R,6R,7S,8S...

~%

Epothilone A Structure

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N/A Structure

~%

Epothilone A Structure

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(6R,7R,8S,9S,16S,Z)-8-((tert-butyldimethylsilyl)oxy)-5,5,7,9-tetramethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-6-((triphenylsilyl)oxy)oxacyclohexadec-13-ene-2,4-dione Structure

(6R,7R,8S,9S,16...

~%

Epothilone A Structure

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N/A Structure

~%

Epothilone A Structure

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(4S,6R,7R,8S,9S,16S,Z)-8-((tert-butyldimethylsilyl)oxy)-5,5,7,9-tetramethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-4-((triethylsilyl)oxy)-6-((triphenylsilyl)oxy)oxacyclohexadec-13-en-2-one Structure

(4S,6R,7R,8S,9S...

~%

Epothilone A Structure

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(4S,7R,8S,9S,16S)-4,8-bis((tert-butyldimethylsilyl)oxy)-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)oxacyclohexadec-13-ene-2,6-dione Structure

(4S,7R,8S,9S,16...

~%

Epothilone D Structure

E-epothilone D Structure

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(1E,3Z)-1-methoxy-2-methyl-3-[(trimethylsilyl)oxy]-penta-1,3-diene Structure

(1E,3Z)-1-metho...

~%

Epothilone D Structure

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N/A Structure

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Epothilone D Structure

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(2S,3S,4R,5R)-1-(benzyloxy)-6-(1,3-dithian-2-yl)-2,4,6-trimethyl-5-((triphenylsilyl)oxy)heptan-3-ol Structure

(2S,3S,4R,5R)-1...

~%

Epothilone D Structure

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(2R,3R,4R,5R)-3-((tert-butyldimethylsilyl)oxy)-6-(1,3-dithian-2-yl)-2,4,6-trimethyl-5-((triphenylsilyl)oxy)heptanal Structure

(2R,3R,4R,5R)-3...

~%

Epothilone D Structure

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(3R,4R,5S)-3-(2-(1,3-dithian-2-yl)propan-2-yl)-5-((S)-1-(benzyloxy)propan-2-yl)-4,7,7,8,8-pentamethyl-1,1,1-triphenyl-2,6-dioxa-1,7-disilanonane Structure

(3R,4R,5S)-3-(2...

~%

Epothilone D Structure

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(2S,3S,4R)-2-((S)-1-(benzyloxy)propan-2-yl)-3,5-dimethyl-3,4-dihydro-2H-pyran-4-ol Structure

(2S,3S,4R)-2-((...

~%

Epothilone D Structure

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N/A Structure

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Epothilone D Structure

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N/A Structure

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Epothilone D Structure

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N/A Structure

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Epothilone D Structure

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(3R,4R,5S,6S)-6-((S)-1-(benzyloxy)propan-2-yl)-3-(iodomethyl)-2-methoxy-3,5-dimethyltetrahydro-2H-pyran-4-ol Structure

(3R,4R,5S,6S)-6...

~%

Epothilone D Structure

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N/A Structure

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Epothilone D Structure

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(S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-yl (3S,5R,6S,7S,8S)-3,7-bis((tert-butyldimethylsilyl)oxy)-5-hydroxy-4,4,6,8,12-pentamethyltridec-12-enoate Structure

(S,E)-2-methyl-...

~%

Epothilone D Structure

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(3R,4R,5S,6S)-5-((tert-butyldimethylsilyl)oxy)-2,2,4,6,10-pentamethyl-3-((triphenylsilyl)oxy)undec-10-enal Structure

(3R,4R,5S,6S)-5...

~%

Epothilone D Structure

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(3R,4R,5S)-3-(2-(1,3-dithian-2-yl)propan-2-yl)-4,7,7,8,8-pentamethyl-5-((S)-6-methylhept-6-en-2-yl)-1,1,1-triphenyl-2,6-dioxa-1,7-disilanonane Structure

(3R,4R,5S)-3-(2...

~%

Epothilone D Structure

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Complex target-oriented total synthesis in the drug discover...

[Journal of the American Chemical Society, , vol. 125, # 10 p. 2899 - 2901]

Complex target-oriented total synthesis in the drug discover...

[Journal of the American Chemical Society, , vol. 125, # 10 p. 2899 - 2901]

Complex target-oriented total synthesis in the drug discover...

[Journal of the American Chemical Society, , vol. 125, # 10 p. 2899 - 2901]

Complex target-oriented total synthesis in the drug discover...

[Journal of the American Chemical Society, , vol. 125, # 10 p. 2899 - 2901]

Complex target-oriented total synthesis in the drug discover...

[Journal of the American Chemical Society, , vol. 125, # 10 p. 2899 - 2901]