Acetic acid (3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-17-((Z)-(R)-2-cyclohexyloxy-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl ester

Base Information

• Chemical Name: Acetic acid (3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-17-((Z)-(R)-2-cyclohexyloxy-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl ester
• CAS No.: 332888-23-0
• Molecular Formula: C₄₁H₆₈O₄Si
• Molecular Weight: 653.074

Synonyms:Acetic acid (3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-17-((Z)-(R)-2-cyclohexyloxy-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl ester

Chemical Property of Acetic acid (3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-17-((Z)-(R)-2-cyclohexyloxy-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-17-((Z)-(R)-2-cyclohexyloxy-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl ester

There total 6 articles about Acetic acid (3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-17-((Z)-(R)-2-cyclohexyloxy-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl 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:

acetyl chloride (75-36-5) + (3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-dimethyl-silanyloxy)-17-((Z)-(R)-2-cyclohexyloxy-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-16-trimethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthrene (332888-22-9) → Acetic acid (3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-17-((Z)-(R)-2-cyclohexyloxy-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl ester (332888-23-0)

Guidance literature:

(3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-dimethyl-silanyloxy)-17-((Z)-(R)-2-cyclohexyloxy-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-16-trimethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthrene; With potassium ethoxide; In tetrahydrofuran; at 0 ℃; for 0.0833333h;

acetyl chloride; In tetrahydrofuran; Further stages.;

DOI:10.1021/ja012119t

Reference yield:

[17(20)Z]-3β-(t-butyldimethylsilyloxy)pregna-5,17(20)diene-16α-ol (285554-53-2) → Acetic acid (3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-17-((Z)-(R)-2-cyclohexyloxy-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl ester (332888-23-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl chloride; DMSO / CH₂Cl₂ / -50 - 25 °C

2.1: EtOK / tetrahydrofuran / 0.08 h / 0 °C

2.2: tetrahydrofuran

With oxalyl dichloride; potassium ethoxide; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 1.1: Swern oxidation;

DOI:10.1021/ja012119t

Reference yield:

Cyclohexyl ethynyl ether (68877-57-6) → Acetic acid (3S,8R,9S,10R,13S,14S)-3-(tert-butyl-dimethyl-silanyloxy)-17-((Z)-(R)-2-cyclohexyloxy-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl ester (332888-23-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran / 0.33 h / 0 °C

1.2: 85 percent / tetrahydrofuran / 10 h / 25 °C

2.1: 99 percent / TMSBr; MeOH / CH₂Cl₂ / -20 - 20 °C

3.1: EtOK / tetrahydrofuran / 0.08 h / 0 °C

3.2: tetrahydrofuran

With methanol; n-butyllithium; trimethylsilyl bromide; potassium ethoxide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja012119t

upstream raw materials:

acetyl chloride

(3S,8R,9S,10R,13S,14S)-3-(tert-Butyl-dimethyl-silanyloxy)-17-((Z)-(R)-2-cyclohexyloxy-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-16-trimethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthrene

[17(20)Z]-3β-(t-butyldimethylsilyloxy)pregna-5,17(20)diene-16α-ol

Cyclohexyl ethynyl ether

Downstream raw materials:

C₇₇H₁₁₆O₁₈Si₂

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