(4aR,6aS,6bR,8aS,10S,12aS,12bS,14aS)-3-((R)-1-Benzyloxy-3-methyl-but-3-enyl)-10-(tert-butyl-diphenyl-silanyloxy)-4,12a-dimethyl-5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13-tetradecahydro-4aH-2-oxa-indeno[1,7a-a]phenanthren-14-one

Base Information

Chemical Name:(4aR,6aS,6bR,8aS,10S,12aS,12bS,14aS)-3-((R)-1-Benzyloxy-3-methyl-but-3-enyl)-10-(tert-butyl-diphenyl-silanyloxy)-4,12a-dimethyl-5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13-tetradecahydro-4aH-2-oxa-indeno[1,7a-a]phenanthren-14-one
CAS No.:171525-86-3
Molecular Formula:C₅₀H₆₄O₄Si
Molecular Weight:757.141
Hs Code.:

(4aR,6aS,6bR,8aS,10S,12aS,12bS,14aS)-3-((R)-1-Benzyloxy-3-methyl-but-3-enyl)-10-(tert-butyl-diphenyl-silanyloxy)-4,12a-dimethyl-5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13-tetradecahydro-4aH-2-oxa-indeno[1,7a-a]phenanthren-14-one

Synonyms:(4aR,6aS,6bR,8aS,10S,12aS,12bS,14aS)-3-((R)-1-Benzyloxy-3-methyl-but-3-enyl)-10-(tert-butyl-diphenyl-silanyloxy)-4,12a-dimethyl-5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13-tetradecahydro-4aH-2-oxa-indeno[1,7a-a]phenanthren-14-one

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Chemical Property of (4aR,6aS,6bR,8aS,10S,12aS,12bS,14aS)-3-((R)-1-Benzyloxy-3-methyl-but-3-enyl)-10-(tert-butyl-diphenyl-silanyloxy)-4,12a-dimethyl-5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13-tetradecahydro-4aH-2-oxa-indeno[1,7a-a]phenanthren-14-one

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Technology Process of (4aR,6aS,6bR,8aS,10S,12aS,12bS,14aS)-3-((R)-1-Benzyloxy-3-methyl-but-3-enyl)-10-(tert-butyl-diphenyl-silanyloxy)-4,12a-dimethyl-5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13-tetradecahydro-4aH-2-oxa-indeno[1,7a-a]phenanthren-14-one

There total 4 articles about (4aR,6aS,6bR,8aS,10S,12aS,12bS,14aS)-3-((R)-1-Benzyloxy-3-methyl-but-3-enyl)-10-(tert-butyl-diphenyl-silanyloxy)-4,12a-dimethyl-5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13-tetradecahydro-4aH-2-oxa-indeno[1,7a-a]phenanthren-14-one 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: 90.0%

: 100-39-0
benzyl bromide

: 171525-84-1
(4aR,6aS,6bR,8aS,10S,12aS,12bS,14aS)-10-(tert-Butyl-diphenyl-silanyloxy)-3-((R)-1-hydroxy-3-methyl-but-3-enyl)-4,12a-dimethyl-5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13-tetradecahydro-4aH-2-oxa-indeno[1,7a-a]phenanthren-14-one

: 171525-86-3
(4aR,6aS,6bR,8aS,10S,12aS,12bS,14aS)-3-((R)-1-Benzyloxy-3-methyl-but-3-enyl)-10-(tert-butyl-diphenyl-silanyloxy)-4,12a-dimethyl-5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13-tetradecahydro-4aH-2-oxa-indeno[1,7a-a]phenanthren-14-one

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 25 ℃; for 6h;
DOI:10.1016/0040-4039(95)01805-R

Reference yield:

: 171525-83-0
(4aR,6aS,6bR,8aS,10S,12aS,12bS,14aS)-10-(tert-Butyl-diphenyl-silanyloxy)-4,12a-dimethyl-14-oxo-4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14-hexadecahydro-2-oxa-indeno[1,7a-a]phenanthrene-3-carbaldehyde

: 171525-86-3
(4aR,6aS,6bR,8aS,10S,12aS,12bS,14aS)-3-((R)-1-Benzyloxy-3-methyl-but-3-enyl)-10-(tert-butyl-diphenyl-silanyloxy)-4,12a-dimethyl-5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13-tetradecahydro-4aH-2-oxa-indeno[1,7a-a]phenanthren-14-one

Guidance literature:: Multi-step reaction with 2 steps

1: BF₃*OEt₂ / CH₂Cl₂ / 0.25 h / -78 °C

2: 90 percent / NaH, TBAI / dimethylformamide / 6 h / 25 °C

With boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)01805-R

Reference yield:

: Chloro-acetic acid (R)-1-[(4aR,6aS,6bR,8aS,10S,12aS,12bS,14aS)-10-(tert-butyl-diphenyl-silanyloxy)-4,12a-dimethyl-14-oxo-4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14-hexadecahydro-2-oxa-indeno[1,7a-a]phenanthren-3-yl]-3-methyl-but-3-enyl ester

: 171525-86-3
(4aR,6aS,6bR,8aS,10S,12aS,12bS,14aS)-3-((R)-1-Benzyloxy-3-methyl-but-3-enyl)-10-(tert-butyl-diphenyl-silanyloxy)-4,12a-dimethyl-5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13-tetradecahydro-4aH-2-oxa-indeno[1,7a-a]phenanthren-14-one

Guidance literature:: Multi-step reaction with 2 steps

1: NaHCO₃, thiourea / ethanol / 1.5 h / 80 °C

2: 90 percent / NaH, TBAI / dimethylformamide / 6 h / 25 °C

With tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; thiourea; In ethanol; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)01805-R