(3S,6R,7S,8S)-3-(tert-butyldimethylsilanyloxy)-4,4,6,8,12-pentamethyl-5-oxo-7-(2,2,2-trichloethoxycarbonyloxy)tridec-12-enoic acid (1S,2E,5S)-2-methyl-3-phenyl-5-vinylcyclopent-2-enyl ester

Base Information

Chemical Name:(3S,6R,7S,8S)-3-(tert-butyldimethylsilanyloxy)-4,4,6,8,12-pentamethyl-5-oxo-7-(2,2,2-trichloethoxycarbonyloxy)tridec-12-enoic acid (1S,2E,5S)-2-methyl-3-phenyl-5-vinylcyclopent-2-enyl ester
CAS No.:923956-21-2
Molecular Formula:C₄₁H₆₁Cl₃O₇Si
Molecular Weight:800.376
Hs Code.:

(3S,6R,7S,8S)-3-(tert-butyldimethylsilanyloxy)-4,4,6,8,12-pentamethyl-5-oxo-7-(2,2,2-trichloethoxycarbonyloxy)tridec-12-enoic acid (1S,2E,5S)-2-methyl-3-phenyl-5-vinylcyclopent-2-enyl ester

Synonyms:(3S,6R,7S,8S)-3-(tert-butyldimethylsilanyloxy)-4,4,6,8,12-pentamethyl-5-oxo-7-(2,2,2-trichloethoxycarbonyloxy)tridec-12-enoic acid (1S,2E,5S)-2-methyl-3-phenyl-5-vinylcyclopent-2-enyl ester

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Chemical Property of (3S,6R,7S,8S)-3-(tert-butyldimethylsilanyloxy)-4,4,6,8,12-pentamethyl-5-oxo-7-(2,2,2-trichloethoxycarbonyloxy)tridec-12-enoic acid (1S,2E,5S)-2-methyl-3-phenyl-5-vinylcyclopent-2-enyl ester

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Technology Process of (3S,6R,7S,8S)-3-(tert-butyldimethylsilanyloxy)-4,4,6,8,12-pentamethyl-5-oxo-7-(2,2,2-trichloethoxycarbonyloxy)tridec-12-enoic acid (1S,2E,5S)-2-methyl-3-phenyl-5-vinylcyclopent-2-enyl ester

There total 16 articles about (3S,6R,7S,8S)-3-(tert-butyldimethylsilanyloxy)-4,4,6,8,12-pentamethyl-5-oxo-7-(2,2,2-trichloethoxycarbonyloxy)tridec-12-enoic acid (1S,2E,5S)-2-methyl-3-phenyl-5-vinylcyclopent-2-enyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 64.0%

: 923956-14-3
(1S,2E,5S)-2-methyl-3-phenyl-5-vinylcyclopent-2-enol

: 923956-19-8
(3S,6R,7S,8S)-3-(tert-butyldimethylsilanyloxy)-4,4,6,8,12-pentamethyl-5-oxo-7-(2,2,2-trichloroethoxycarbonyloxy)tridec-12-enoic acid

: 923956-21-2
(3S,6R,7S,8S)-3-(tert-butyldimethylsilanyloxy)-4,4,6,8,12-pentamethyl-5-oxo-7-(2,2,2-trichloethoxycarbonyloxy)tridec-12-enoic acid (1S,2E,5S)-2-methyl-3-phenyl-5-vinylcyclopent-2-enyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 16.25h;

Reference yield:

: 923956-20-1
(1S,2E,5S)-triethyl-(2-methyl-3-phenyl-5-vinylcyclopent-2-enyloxy)silane

: 923956-21-2
(3S,6R,7S,8S)-3-(tert-butyldimethylsilanyloxy)-4,4,6,8,12-pentamethyl-5-oxo-7-(2,2,2-trichloethoxycarbonyloxy)tridec-12-enoic acid (1S,2E,5S)-2-methyl-3-phenyl-5-vinylcyclopent-2-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

2: dmap; dicyclohexyl-carbodiimide / dichloromethane / 16.25 h / 0 - 20 °C

With dmap; tetrabutyl ammonium fluoride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

Reference yield:

: 923956-09-6
(1R,2S,3E)-3-methyl-4-phenyl-2-triethylsilanyloxycyclopent-3-enecarboxylic acid ethyl ester

: 923956-21-2
(3S,6R,7S,8S)-3-(tert-butyldimethylsilanyloxy)-4,4,6,8,12-pentamethyl-5-oxo-7-(2,2,2-trichloethoxycarbonyloxy)tridec-12-enoic acid (1S,2E,5S)-2-methyl-3-phenyl-5-vinylcyclopent-2-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisobutylaluminium hydride / hexane; toluene / 1 h / -78 °C

2.1: n-butyllithium / tetrahydrofuran; hexanes / 0.5 h / 0 °C

2.2: 0.5 h / 0 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

4.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 16.25 h / 0 - 20 °C

With dmap; n-butyllithium; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexanes; hexane; dichloromethane; toluene;