Asymmetric Total Synthesis of Taxol\ R

T Mukaiyama, I Shiina, H Iwadare…

Index: Mukaiyama, Teruaki; Shiina, Isamu; Iwadare, Hayato; Saitoh, Masahiro; Nishimura, Toshihiro; Ohkawa, Naoto; Sakoh, Hiroki; Nishimura, Koji; Tani, Yu-Ichirou; Hasegawa, Masatoshi; Yamada, Koji; Saitoh, Katsuyuki Chemistry - A European Journal, 1999 , vol. 5, # 1 p. 121 - 161

Full Text: HTML

Citation Number: 263

Abstract

Abstract A new method for the total asymmetric synthesis of antitumor agent Taxol is described. Baccatin III, a complex carbon framework, is synthesized by way of B to BC to ABC ring construction. Further, a method of forming Taxol from baccatin III and a β-amino acid is also demonstrated.

 Related Synthetic Route
4-bromo-pent-4-enoic acid ethyl ester Structure

35804-44-5

4-bromo-pent-4-...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

175982-38-4

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

175982-39-5

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

2-bromo-5-(triethylsilyloxy)pentene Structure

178626-24-9

2-bromo-5-(trie...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

222727-03-9

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

194420-16-1

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

222726-93-4

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(2R,3R,5R,6S,7S,8S)-2,6-Dibenzyloxy-3-(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4,8-trimethyl-7-{1-[3-(triethylsiloxy)propyl]vinyl}cyclooctanone Structure

194420-15-0

(2R,3R,5R,6S,7S...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

Chlorotriethylsilane Structure

994-30-9

Chlorotriethylsilane

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

1,2-O,O-Carbonyl-7,13-O,O-bis(triethylsilyl)-4-deacetyl-2-debenzoylbaccatin III Structure

175982-40-8

1,2-O,O-Carbony...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(4S,4aS,6R,9S,11S,12S,12aS)-1-Bromomethyl-11,12-(carbonyldioxy)-4a,8,13,13-tetramethyl-5-oxo-4,9-bis(triethylsiloxy)-3,4,4a,5,6,9,10,11,12,12a-decahydro-7,11-methanobenzocyclodecen-6-yl acetate Structure

175982-37-3

(4S,4aS,6R,9S,1...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(4S,4aS,6R,9S,11S,12S,12aR)-11,12-(Carbonyldioxy)-4a,8,13,13-tetramethyl-1-methylene-5-oxo-4,9-bis(triethylsiloxy)-1,2,3,4,4a,5,6,9,10,11,12,12a-dodecahydro-7,11-methanobenzocyclodecen-6-yl acetate Structure

175982-36-2

(4S,4aS,6R,9S,1...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(1S,4aR,5S,6S,9R,10R,11S,12S,12aS)-1,12-(Isopropylidenedioxy)-9,12a,13,13-tetramethyl-4-methylenetetradecahydro-6,10-methanobenzocyclodecene-5,6,9,10,11-pentaol Structure

202340-92-9

(1S,4aR,5S,6S,9...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(4S,4aS,5S,6S,7R,8R,11S,12S,12aR)-11,12-(Carbonyldioxy)-4,5-(isopropylidenedioxy)-4a,8,13,13-tetramethyl-1-methylenetetradecahydro-7,11-methanobenzocyclodecene-5,7,8-triol Structure

222727-00-6

(4S,4aS,5S,6S,7...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

202340-94-1

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

202340-82-7

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(4S,4aS,6R,11S,12S,12aR)-11,12-(Carbonyldioxy)-4a,8,13,13-tetramethyl-1-methylene-5-oxo-4-triethylsiloxy-1,2,3,4,4a,5,6,9,10,11,12,12a-dodecahydro-7,11-methanobenzocyclodecen-6-yl acetate Structure

194420-27-4

(4S,4aS,6R,11S,...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

222727-02-8

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(4S,4aR,5S,6S,7R,8R,11S,12S,12aR)-11,12-(Carbonyldioxy)-5,7,8-trihydroxy-4a,8,13,13-tetramethyl-1-methylene-4-(triethylsiloxy)tetradecahydro-7,11-methanobenzocyclodecen-6-yl acetate Structure

222727-01-7

(4S,4aR,5S,6S,7...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

194420-26-3

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

222726-95-6

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(1R,2S,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-one Structure

194420-20-7

(1R,2S,5R,6S,7S...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

202341-11-5

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

202341-06-8

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(4S,4aS,5S,6S,7R,8R,11S,12S,12aR)-6,12-Dibenzyloxy-11-(tert-butyldimethylsiloxy)-4,5-(isopropylidenedioxy)-4a,8,13,13-tetramethyl-1-methylenetetradecahydro-7,11-methanobenzocyclodecene-7,8-diol Structure

202341-17-1

(4S,4aS,5S,6S,7...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

222726-94-5

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(1S,2S,3S,6S,7S,8R,12S)-3,7-Dibenzyloxy-6-(3-butenyl)-6-(tert-butyldimethylsiloxy)-2,12-(isopropylidenedioxy)-1,5,5-trimethyl-9-methylenebicyclo[6.4.0]dodecan-4-one Structure

222726-99-0

(1S,2S,3S,6S,7S...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

202340-86-1

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

202340-84-9

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(4S,4aS,5S,6S,7R,8R,11S,12S,12aR)-6,12-Dibenzyloxy-11-(cyclohexyldimethylsiloxy)-4,5-(isopropylidenedioxy)-4a,8,13,13-tetramethyl-1-methylenetetradecahydro-7,11-methanobenzocyclodecene-7,8-diol Structure

202340-90-7

(4S,4aS,5S,6S,7...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(1S,2S,3S,6S,7S,8R,12S)-3,7-Dibenzyloxy-6-(tert-butyldimethylsiloxy)-2,12-(isopropylidenedioxy)-1,5,5-trimethyl-9-methylene-6-(3-oxobutyl)bicyclo[6.4.0]dodecan-4-one Structure

202341-14-8

(1S,2S,3S,6S,7S...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

2α,10β-dibenzyloxy-11β-(t-butyldimethylsiloxy)-7β-hydroxy-1α-(p-methoxybenzyloxy)-8β,15,15-trimethyl-4-methylene-trans-bicyclo[6.4.0]dodecan-9-one Structure

194420-17-2

2α,10β-dibenzyl...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

222726-71-8

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(1S,2S,3S,4R,6R,7S,8R,12S)-3,7-Dibenzyloxy-4-(tert-butyldimethylsiloxy)-2,12-(isopropylidenedioxy)-6-(p-methoxybenzyloxy)-1,5,5-trimethyl-9-methylenebicyclo[6.4.0]dodecane Structure

194420-19-4

(1S,2S,3S,4R,6R...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

202340-88-3

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

202341-03-5

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(1S,2S,3R,4R,6S,7S,8R,12S)-3,7-Dibenzyloxy-6-(3-butenyl)-6-(dicyclohexylmethylsiloxy)-2,12-(isopropylidenedioxy)-1,5,5-trimethyl-9-methylenebicyclo[6.4.0]dodecan-4-ol Structure

194420-22-9

(1S,2S,3R,4R,6S...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(4S,4aS,5S,6S,7R,8R,11S,12S,12aR)-6,12-Dibenzyloxy-11-(dicyclohexylmethylsiloxy)-4,5-(isopropylidenedioxy)-4a,8,13,13-tetramethyl-1-methylenetetradecahydro-7,11-methanobenzocyclodecene-7,8-diol Structure

194420-24-1

(4S,4aS,5S,6S,7...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

222726-98-9

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

(1S,2S,3S,6S,7S,8R,12S)-3,7-Dibenzyloxy-6-(dicyclohexylmethylsiloxy)-2,12-(isopropylidenedioxy)-1,5,5-trimethyl-9-methylene-6-(3-oxobutyl)bicyclo[6.4.0]dodecan-4-one Structure

194420-23-0

(1S,2S,3S,6S,7S...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

N/A Structure

194420-21-8

N/A

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

4-bromopent-4-en-1-ol Structure

64180-78-5

4-bromopent-4-e...

~%

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

2',3'-O,N-[(S)-(p-Methoxybenzylidene)]paclitaxel Structure

222726-76-3

2',3'-O,N-[(S)-...

~94%

Paclitaxel Structure

33069-62-4

Paclitaxel

4-bromopent-4-en-1-ol Structure

64180-78-5

4-bromopent-4-e...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

4-bromo-pent-4-enoic acid ethyl ester Structure

35804-44-5

4-bromo-pent-4-...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

2-bromo-5-(triethylsilyloxy)pentene Structure

178626-24-9

2-bromo-5-(trie...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

202340-82-7

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

222726-95-6

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(1R,2S,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-one Structure

194420-20-7

(1R,2S,5R,6S,7S...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

222726-94-5

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

2α,10β-dibenzyloxy-11β-(t-butyldimethylsiloxy)-7β-hydroxy-1α-(p-methoxybenzyloxy)-8β,15,15-trimethyl-4-methylene-trans-bicyclo[6.4.0]dodecan-9-one Structure

194420-17-2

2α,10β-dibenzyl...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(1S,2S,3S,4R,6R,7S,8R,12S)-3,7-Dibenzyloxy-4-(tert-butyldimethylsiloxy)-2,12-(isopropylidenedioxy)-6-(p-methoxybenzyloxy)-1,5,5-trimethyl-9-methylenebicyclo[6.4.0]dodecane Structure

194420-19-4

(1S,2S,3S,4R,6R...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

194420-21-8

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

194420-16-1

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

222726-93-4

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(2R,3R,5R,6S,7S,8S)-2,6-Dibenzyloxy-3-(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4,8-trimethyl-7-{1-[3-(triethylsiloxy)propyl]vinyl}cyclooctanone Structure

194420-15-0

(2R,3R,5R,6S,7S...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(1S,4aR,5S,6S,9R,10R,11S,12S,12aS)-1,12-(Isopropylidenedioxy)-9,12a,13,13-tetramethyl-4-methylenetetradecahydro-6,10-methanobenzocyclodecene-5,6,9,10,11-pentaol Structure

202340-92-9

(1S,4aR,5S,6S,9...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(4S,4aS,5S,6S,7R,8R,11S,12S,12aR)-11,12-(Carbonyldioxy)-4,5-(isopropylidenedioxy)-4a,8,13,13-tetramethyl-1-methylenetetradecahydro-7,11-methanobenzocyclodecene-5,7,8-triol Structure

222727-00-6

(4S,4aS,5S,6S,7...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

202340-94-1

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(4S,4aR,5S,6S,7R,8R,11S,12S,12aR)-11,12-(Carbonyldioxy)-5,7,8-trihydroxy-4a,8,13,13-tetramethyl-1-methylene-4-(triethylsiloxy)tetradecahydro-7,11-methanobenzocyclodecen-6-yl acetate Structure

222727-01-7

(4S,4aR,5S,6S,7...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

194420-26-3

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

202340-86-1

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

202340-84-9

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(4S,4aS,5S,6S,7R,8R,11S,12S,12aR)-6,12-Dibenzyloxy-11-(cyclohexyldimethylsiloxy)-4,5-(isopropylidenedioxy)-4a,8,13,13-tetramethyl-1-methylenetetradecahydro-7,11-methanobenzocyclodecene-7,8-diol Structure

202340-90-7

(4S,4aS,5S,6S,7...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

222726-71-8

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

202340-88-3

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

202341-03-5

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(1S,2S,3R,4R,6S,7S,8R,12S)-3,7-Dibenzyloxy-6-(3-butenyl)-6-(dicyclohexylmethylsiloxy)-2,12-(isopropylidenedioxy)-1,5,5-trimethyl-9-methylenebicyclo[6.4.0]dodecan-4-ol Structure

194420-22-9

(1S,2S,3R,4R,6S...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(4S,4aS,5S,6S,7R,8R,11S,12S,12aR)-6,12-Dibenzyloxy-11-(dicyclohexylmethylsiloxy)-4,5-(isopropylidenedioxy)-4a,8,13,13-tetramethyl-1-methylenetetradecahydro-7,11-methanobenzocyclodecene-7,8-diol Structure

194420-24-1

(4S,4aS,5S,6S,7...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

222726-98-9

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(1S,2S,3S,6S,7S,8R,12S)-3,7-Dibenzyloxy-6-(dicyclohexylmethylsiloxy)-2,12-(isopropylidenedioxy)-1,5,5-trimethyl-9-methylene-6-(3-oxobutyl)bicyclo[6.4.0]dodecan-4-one Structure

194420-23-0

(1S,2S,3S,6S,7S...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

Baccatin III Structure

27548-93-2

Baccatin III

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

7-O-(Triethylsilyl) Baccatin III Structure

115437-21-3

7-O-(Triethylsi...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(4S,4aS,6R,9S,11S,12S,12aR)-11,12-(Carbonyldioxy)-4a,8,13,13-tetramethyl-1-methylene-5-oxo-4,9-bis(triethylsiloxy)-1,2,3,4,4a,5,6,9,10,11,12,12a-dodecahydro-7,11-methanobenzocyclodecen-6-yl acetate Structure

175982-36-2

(4S,4aS,6R,9S,1...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(4S,4aS,6R,11S,12S,12aR)-11,12-(Carbonyldioxy)-4a,8,13,13-tetramethyl-1-methylene-5-oxo-4-triethylsiloxy-1,2,3,4,4a,5,6,9,10,11,12,12a-dodecahydro-7,11-methanobenzocyclodecen-6-yl acetate Structure

194420-27-4

(4S,4aS,6R,11S,...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

222727-02-8

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

202341-11-5

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

202341-06-8

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(4S,4aS,5S,6S,7R,8R,11S,12S,12aR)-6,12-Dibenzyloxy-11-(tert-butyldimethylsiloxy)-4,5-(isopropylidenedioxy)-4a,8,13,13-tetramethyl-1-methylenetetradecahydro-7,11-methanobenzocyclodecene-7,8-diol Structure

202341-17-1

(4S,4aS,5S,6S,7...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(1S,2S,3S,6S,7S,8R,12S)-3,7-Dibenzyloxy-6-(3-butenyl)-6-(tert-butyldimethylsiloxy)-2,12-(isopropylidenedioxy)-1,5,5-trimethyl-9-methylenebicyclo[6.4.0]dodecan-4-one Structure

222726-99-0

(1S,2S,3S,6S,7S...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(1S,2S,3S,6S,7S,8R,12S)-3,7-Dibenzyloxy-6-(tert-butyldimethylsiloxy)-2,12-(isopropylidenedioxy)-1,5,5-trimethyl-9-methylene-6-(3-oxobutyl)bicyclo[6.4.0]dodecan-4-one Structure

202341-14-8

(1S,2S,3S,6S,7S...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

222727-03-9

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

Chlorotriethylsilane Structure

994-30-9

Chlorotriethylsilane

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

7,13-Bis-O-(triethylsilyl) Baccatin III Structure

150541-99-4

7,13-Bis-O-(tri...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

175982-38-4

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

(4S,4aS,6R,9S,11S,12S,12aS)-1-Bromomethyl-11,12-(carbonyldioxy)-4a,8,13,13-tetramethyl-5-oxo-4,9-bis(triethylsiloxy)-3,4,4a,5,6,9,10,11,12,12a-decahydro-7,11-methanobenzocyclodecen-6-yl acetate Structure

175982-37-3

(4S,4aS,6R,9S,1...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

1,2-O,O-Carbonyl-7,13-O,O-bis(triethylsilyl)-4-deacetyl-2-debenzoylbaccatin III Structure

175982-40-8

1,2-O,O-Carbony...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

N/A Structure

175982-39-5

N/A

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

1,2-O,O-Carbonyl-7,13-O,O-bis(triethylsilyl)-2-debenzoylbaccatin III Structure

175982-31-7

1,2-O,O-Carbony...

~%

7-O-(Triethylsilyl) Paclitaxel Structure

148930-55-6

7-O-(Triethylsi...

Methyl 3-hydroxy-2,2-dimethylpropanoate Structure

14002-80-3

Methyl 3-hydrox...

~87%

Methyl 2,2-dimethyl-3-oxopropanoate Structure

13865-20-8

Methyl 2,2-dime...

Methanol Structure

67-56-1

Methanol

(Benzyloxy)acetic acid Structure

30379-55-6

(Benzyloxy)acet...

~97%

Methyl 2-(benzyloxy)acetate Structure

31600-43-8

Methyl 2-(benzy...

Methyl (4S,5R)-3-benzoyl-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylate Structure

202390-84-9

Methyl (4S,5R)-...

~86%

(4S,5R)-3,5-Oxazolidinecarboxylic acid, 3-benzoyl-2,2-dimethy1-4-pheny1 Structure

153652-70-1

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

(1S,4aR,5S,6S,9R,10R,11S,12S,12aS)-1,12-(Isopropylidenedioxy)-9,12a,13,13-tetramethyl-4-methylenetetradecahydro-6,10-methanobenzocyclodecene-5,6,9,10,11-pentaol Structure

202340-92-9

(1S,4aR,5S,6S,9...

~%

Baccatin III Structure

27548-93-2

Baccatin III

(4S,4aS,5S,6S,7R,8R,11S,12S,12aR)-11,12-(Carbonyldioxy)-4,5-(isopropylidenedioxy)-4a,8,13,13-tetramethyl-1-methylenetetradecahydro-7,11-methanobenzocyclodecene-5,7,8-triol Structure

222727-00-6

(4S,4aS,5S,6S,7...

~%

Baccatin III Structure

27548-93-2

Baccatin III

N/A Structure

202340-94-1

N/A

~%

Baccatin III Structure

27548-93-2

Baccatin III

N/A Structure

202340-82-7

N/A

~%

Baccatin III Structure

27548-93-2

Baccatin III

(4S,4aR,5S,6S,7R,8R,11S,12S,12aR)-11,12-(Carbonyldioxy)-5,7,8-trihydroxy-4a,8,13,13-tetramethyl-1-methylene-4-(triethylsiloxy)tetradecahydro-7,11-methanobenzocyclodecen-6-yl acetate Structure

222727-01-7

(4S,4aR,5S,6S,7...

~%

Baccatin III Structure

27548-93-2

Baccatin III

N/A Structure

194420-26-3

N/A

~%

Baccatin III Structure

27548-93-2

Baccatin III

N/A Structure

222726-95-6

N/A

~%

Baccatin III Structure

27548-93-2

Baccatin III

(1R,2S,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-one Structure

194420-20-7

(1R,2S,5R,6S,7S...

~%

Baccatin III Structure

27548-93-2

Baccatin III

N/A Structure

222726-94-5

N/A

~%

Baccatin III Structure

27548-93-2

Baccatin III

N/A Structure

202340-86-1

N/A

~%

Baccatin III Structure

27548-93-2

Baccatin III

N/A Structure

202340-84-9

N/A

~%

Baccatin III Structure

27548-93-2

Baccatin III

(4S,4aS,5S,6S,7R,8R,11S,12S,12aR)-6,12-Dibenzyloxy-11-(cyclohexyldimethylsiloxy)-4,5-(isopropylidenedioxy)-4a,8,13,13-tetramethyl-1-methylenetetradecahydro-7,11-methanobenzocyclodecene-7,8-diol Structure

202340-90-7

(4S,4aS,5S,6S,7...

~%

Baccatin III Structure

27548-93-2

Baccatin III

2α,10β-dibenzyloxy-11β-(t-butyldimethylsiloxy)-7β-hydroxy-1α-(p-methoxybenzyloxy)-8β,15,15-trimethyl-4-methylene-trans-bicyclo[6.4.0]dodecan-9-one Structure

194420-17-2

2α,10β-dibenzyl...

~%

Baccatin III Structure

27548-93-2

Baccatin III

N/A Structure

222726-71-8

N/A

~%

Baccatin III Structure

27548-93-2

Baccatin III

(1S,2S,3S,4R,6R,7S,8R,12S)-3,7-Dibenzyloxy-4-(tert-butyldimethylsiloxy)-2,12-(isopropylidenedioxy)-6-(p-methoxybenzyloxy)-1,5,5-trimethyl-9-methylenebicyclo[6.4.0]dodecane Structure

194420-19-4

(1S,2S,3S,4R,6R...

~%

Baccatin III Structure

27548-93-2

Baccatin III

N/A Structure

202340-88-3

N/A

~%

Baccatin III Structure

27548-93-2

Baccatin III

N/A Structure

202341-03-5

N/A

~%

Baccatin III Structure

27548-93-2

Baccatin III

(1S,2S,3R,4R,6S,7S,8R,12S)-3,7-Dibenzyloxy-6-(3-butenyl)-6-(dicyclohexylmethylsiloxy)-2,12-(isopropylidenedioxy)-1,5,5-trimethyl-9-methylenebicyclo[6.4.0]dodecan-4-ol Structure

194420-22-9

(1S,2S,3R,4R,6S...

~%

Baccatin III Structure

27548-93-2

Baccatin III

(4S,4aS,5S,6S,7R,8R,11S,12S,12aR)-6,12-Dibenzyloxy-11-(dicyclohexylmethylsiloxy)-4,5-(isopropylidenedioxy)-4a,8,13,13-tetramethyl-1-methylenetetradecahydro-7,11-methanobenzocyclodecene-7,8-diol Structure

194420-24-1

(4S,4aS,5S,6S,7...

~%

Baccatin III Structure

27548-93-2

Baccatin III

N/A Structure

222726-98-9

N/A

~%

Baccatin III Structure

27548-93-2

Baccatin III

(1S,2S,3S,6S,7S,8R,12S)-3,7-Dibenzyloxy-6-(dicyclohexylmethylsiloxy)-2,12-(isopropylidenedioxy)-1,5,5-trimethyl-9-methylene-6-(3-oxobutyl)bicyclo[6.4.0]dodecan-4-one Structure

194420-23-0

(1S,2S,3S,6S,7S...

~%

Baccatin III Structure

27548-93-2

Baccatin III

N/A Structure

194420-21-8

N/A

~%

Baccatin III Structure

27548-93-2

Baccatin III

4-bromopent-4-en-1-ol Structure

64180-78-5

4-bromopent-4-e...

~%

Baccatin III Structure

27548-93-2

Baccatin III

4-bromo-pent-4-enoic acid ethyl ester Structure

35804-44-5

4-bromo-pent-4-...

~%

Baccatin III Structure

27548-93-2

Baccatin III

2-bromo-5-(triethylsilyloxy)pentene Structure

178626-24-9

2-bromo-5-(trie...

~%

Baccatin III Structure

27548-93-2

Baccatin III

N/A Structure

194420-16-1

N/A

~%

Baccatin III Structure

27548-93-2

Baccatin III

N/A Structure

222726-93-4

N/A

~%

Baccatin III Structure

27548-93-2

Baccatin III

(2R,3R,5R,6S,7S,8S)-2,6-Dibenzyloxy-3-(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4,8-trimethyl-7-{1-[3-(triethylsiloxy)propyl]vinyl}cyclooctanone Structure

194420-15-0

(2R,3R,5R,6S,7S...

~%

Baccatin III Structure

27548-93-2

Baccatin III

Chloroacetic acid Structure

79-11-8

Chloroacetic acid

Benzyl alcohol Structure

100-51-6

Benzyl alcohol

~91%

(Benzyloxy)acetic acid Structure

30379-55-6

(Benzyloxy)acet...

Methanol Structure

67-56-1

Methanol

N/A Structure

222727-06-2

N/A

~83%

Bz-RS-iSer(3-Ph)-OMe Structure

32981-85-4

Bz-RS-iSer(3-Ph)-OMe


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