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

Leukotriene B. Total synthesis and assignment of stereochemistry

EJ Corey, A Marfat, G Goto, F Brion

Index: Journal of the American Chemical Society, , vol. 102, # 27 p. 7984 - 7985

Full Text: HTML

Citation Number: 185

Abstract

... acid is transformed by incubation with polymor- phonuclear leukocytes in low yield into a 5-(S),l2-(R)-di- hydroxy-6,8,10,14-eicosatetraenoic acid of undetermined stereo- chemistry with regard to ... 0002-7863/80/ 1502-7984$01 .OO/O 0 1980 American Chemical Society ... Soc., Vol. ...

 Related Synthetic Route
methyl 5(S)-(benzoyloxy)-12(R)-hydroxy-6(Z),8(E),10(E),14(Z)-eicosatetraenoate Structure

76745-31-8

methyl 5(S)-(be...

~%

Leukotriene B4 Structure

71160-24-2

Leukotriene B4

N/A Structure

70578-51-7

N/A

methyl 4-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-enoate Structure

76745-14-7

methyl 4-((4S,5...

~%

Leukotriene B4 Structure

71160-24-2

Leukotriene B4

2-(R),3-(S)-epoxy-cis-5-undecenal Structure

76793-15-2

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

~%

Leukotriene B4 Structure

71160-24-2

Leukotriene B4

benzoic acid (s)-4-methoxycarbonyl-1-(r)-oxiranyl-butyl ester Structure

78606-79-8

benzoic acid (s...

~%

Leukotriene B4 Structure

71160-24-2

Leukotriene B4

(R,2E,4E,8Z)-1-bromotetradeca-2,4,8-trien-6-ol Structure

76745-28-3

(R,2E,4E,8Z)-1-...

~%

Leukotriene B4 Structure

71160-24-2

Leukotriene B4

((R,2E,4E,8Z)-6-hydroxytetradeca-2,4,8-trien-1-yl)triphenylphosphonium bromide Structure

76745-29-4

((R,2E,4E,8Z)-6...

~%

Leukotriene B4 Structure

71160-24-2

Leukotriene B4

(+)-(S,R)-δ-hydroxyoxiranepentanoic acid methyl ester Structure

76745-18-1

(+)-(S,R)-δ-hyd...

~%

Leukotriene B4 Structure

71160-24-2

Leukotriene B4

methyl 4-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)butanoate Structure

76745-15-8

methyl 4-((4S,5...

~%

Leukotriene B4 Structure

71160-24-2

Leukotriene B4

(2S,3R)-2-(buta-1,3-dien-1-yl)-3-((Z)-oct-2-en-1-yl)oxirane Structure

76745-27-2

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

~%

Leukotriene B4 Structure

71160-24-2

Leukotriene B4

N/A Structure

76745-26-1

N/A

~%

Leukotriene B4 Structure

71160-24-2

Leukotriene B4

(R)-4-((2R,3R)-3-((Z)-oct-2-en-1-yl)oxiran-2-yl)-1,3-dioxolan-2-one Structure

76745-25-0

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

~%

Leukotriene B4 Structure

71160-24-2

Leukotriene B4

(1R,2R,Z)-2-((tert-butyldimethylsilyl)oxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)dec-4-en-1-ol Structure

76745-22-7

(1R,2R,Z)-2-((t...

~%

Leukotriene B4 Structure

71160-24-2

Leukotriene B4

(2S,3S,4R,Z)-1,2,4-trihydroxydodec-6-en-3-yl 4-methylbenzenesulfonate Structure

76745-24-9

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

~%

Leukotriene B4 Structure

71160-24-2

Leukotriene B4

methyl 4-((4S,5R)-2,2-dimethyl-5-((tosyloxy)methyl)-1,3-dioxolan-4-yl)butanoate Structure

76745-16-9

methyl 4-((4S,5...

~%

Leukotriene B4 Structure

71160-24-2

Leukotriene B4

(1R,2R,Z)-2-((tert-butyldimethylsilyl)oxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)dec-4-en-1-yl 4-methylbenzenesulfonate Structure

76745-23-8

(1R,2R,Z)-2-((t...

~%

Leukotriene B4 Structure

71160-24-2

Leukotriene B4

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Simple efficient synthesis of LTB 4 and 12-epi-LTB 4

[Tetrahedron Letters, , vol. 23, # 26 p. 2631 - 2634]
Total synthesis of leukotriene (+)-LTB 4 from D-mannitol 1

[Tetrahedron Letters, , vol. 27, # 35 p. 4161 - 4164]
Preparation of high specific activity tritium??labelled leuk...

[Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 51, # 2 p. 101 - 105]
Use of biological catalysts for the preparation of chiral mo...

[Journal of Organic Chemistry, , vol. 57, # 11 p. 3203 - 3208]
Total synthesis of leukotriene B4 [(+)-LTB4] and homo-LTB4 f...

[Journal of Organic Chemistry, , vol. 54, # 10 p. 2409 - 2416]

Detail Synthetic Route


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