3β-(dimethylphenylsiloxy)-17-(Z)-ethylidene-5α-androstan-6-one

Base Information

• Chemical Name: 3β-(dimethylphenylsiloxy)-17-(Z)-ethylidene-5α-androstan-6-one
• CAS No.: 194472-91-8
• Molecular Formula: C₂₉H₄₂O₂Si
• Molecular Weight: 450.737
• Mol file: 194472-91-8.mol

Synonyms:3β-(dimethylphenylsiloxy)-17-(Z)-ethylidene-5α-androstan-6-one

Chemical Property of 3β-(dimethylphenylsiloxy)-17-(Z)-ethylidene-5α-androstan-6-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3β-(dimethylphenylsiloxy)-17-(Z)-ethylidene-5α-androstan-6-one

There total 4 articles about 3β-(dimethylphenylsiloxy)-17-(Z)-ethylidene-5α-androstan-6-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:

phenyldimethylsilyl chloride (768-33-2) + 3-hydroxy-17-(Z)-ethylidene-5α-androstan-6-one → 3α-(dimethylphenylsiloxy)-17-(Z)-ethylidene-5α-androstan-6-one (163431-98-9) + 3β-(dimethylphenylsiloxy)-17-(Z)-ethylidene-5α-androstan-6-one (194472-91-8)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

DOI:10.1021/ja963261a

Reference yield:

17-(Z)-ethylidene-5α-androstan-3,6-dione (194472-97-4) → 3β-(dimethylphenylsiloxy)-17-(Z)-ethylidene-5α-androstan-6-one (194472-91-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / K-Selectride / tetrahydrofuran / 3 h / -78 °C

2: 142 mg / Et₃N / dimethylformamide / 1 h / 0 °C

With potassium tri-sec-butyl-borohydride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ja963261a

Reference yield:

3,6-diethylenedioxy-5α-androstan-17-one → 3β-(dimethylphenylsiloxy)-17-(Z)-ethylidene-5α-androstan-6-one (194472-91-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / t-BuOK / tetrahydrofuran / 63 h / Ambient temperature

2: 75 percent / pyridinium tosylate, H₂O / acetone / 6 h / Heating

3: 98 percent / K-Selectride / tetrahydrofuran / 3 h / -78 °C

4: 142 mg / Et₃N / dimethylformamide / 1 h / 0 °C

With potassium tert-butylate; water; pyridinium p-toluenesulfonate; potassium tri-sec-butyl-borohydride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetone;

DOI:10.1021/ja963261a

upstream raw materials:

phenyldimethylsilyl chloride

17-(Z)-ethylidene-5α-androstan-3,6-dione

17-(Z)-ethylidene-3,6-diethylenedioxy-5α-androstane