methyl (S)-2-(4-bromophenyl)-3-((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl)propanoate

Base Information

Chemical Name:methyl (S)-2-(4-bromophenyl)-3-((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl)propanoate
CAS No.:1616633-54-5
Molecular Formula:C₃₇H₅₃BrO₂
Molecular Weight:609.731
Hs Code.:

methyl (S)-2-(4-bromophenyl)-3-((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl)propanoate

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Chemical Property of methyl (S)-2-(4-bromophenyl)-3-((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl)propanoate

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Technology Process of methyl (S)-2-(4-bromophenyl)-3-((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl)propanoate

There total 4 articles about methyl (S)-2-(4-bromophenyl)-3-((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl)propanoate 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:

: 1249-79-2
(8S,9S,10R,13R,14S,17R)-3,10,13-trimethyl-17-((R)-6-methylheptan-2-yl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene

: 264881-99-4
methyl 2-(4-bromophenyl)-2-diazoacetate

: 1616633-53-4
methyl (R)-2-(4-bromophenyl)-3-((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl)propanoate

: 1616633-54-5
methyl (S)-2-(4-bromophenyl)-3-((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl)propanoate

Guidance literature:: With Rh₂[(N-(4-dodecylphenyl)sulfonyl)-(S)-prolinate]4; In dichloromethane; at 22 ℃; for 3h; Overall yield = 86 %; Overall yield = 209.1 mg; enantioselective reaction; Inert atmosphere; Reflux;
DOI:10.1021/ja504797x

Reference yield:

: 601-54-7
Cholest-5-en-3-one

: 1616633-53-4
methyl (R)-2-(4-bromophenyl)-3-((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl)propanoate

: 1616633-54-5
methyl (S)-2-(4-bromophenyl)-3-((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: diethyl ether / 3 h / 0 - 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: toluene-4-sulfonic acid / toluene / 90 - 100 °C / Inert atmosphere

3.1: dirhodium tetrakis[(R)-(1-(biphenyl)-2,2-diphenylcyclopropanecarboxylate)] / dichloromethane / 3 h / 22 °C / Inert atmosphere; Reflux

With dirhodium tetrakis[(R)-(1-(biphenyl)-2,2-diphenylcyclopropanecarboxylate)]; toluene-4-sulfonic acid; In diethyl ether; dichloromethane; toluene;
DOI:10.1021/ja504797x

Reference yield:

: cholesterol C₃ carbon

: 1616633-53-4
methyl (R)-2-(4-bromophenyl)-3-((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl)propanoate

: 1616633-54-5
methyl (S)-2-(4-bromophenyl)-3-((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / toluene / 90 - 100 °C / Inert atmosphere

2: dirhodium tetrakis[(R)-(1-(biphenyl)-2,2-diphenylcyclopropanecarboxylate)] / dichloromethane / 3 h / 22 °C / Inert atmosphere; Reflux

With dirhodium tetrakis[(R)-(1-(biphenyl)-2,2-diphenylcyclopropanecarboxylate)]; toluene-4-sulfonic acid; In dichloromethane; toluene;
DOI:10.1021/ja504797x