1-[3α-(tert-butyldiphenylsilyloxy)-5α-androstan-17β-yl]-3-triisopropylsilyl-propynone

Base Information

Chemical Name:1-[3α-(tert-butyldiphenylsilyloxy)-5α-androstan-17β-yl]-3-triisopropylsilyl-propynone
CAS No.:862259-61-8
Molecular Formula:C₄₇H₇₀O₂Si₂
Molecular Weight:723.243
Hs Code.:

Synonyms:1-[3α-(tert-butyldiphenylsilyloxy)-5α-androstan-17β-yl]-3-triisopropylsilyl-propynone

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Chemical Property of 1-[3α-(tert-butyldiphenylsilyloxy)-5α-androstan-17β-yl]-3-triisopropylsilyl-propynone

Chemical Property:

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Technology Process of 1-[3α-(tert-butyldiphenylsilyloxy)-5α-androstan-17β-yl]-3-triisopropylsilyl-propynone

There total 5 articles about 1-[3α-(tert-butyldiphenylsilyloxy)-5α-androstan-17β-yl]-3-triisopropylsilyl-propynone 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: 70.0%

: 3α-(tert-butyldiphenylsilyloxy)-5α-androstan-17β-carboxylic acid methoxy methyl amide

: 89343-06-6
tris-iso-propylsilyl acetylene

: 862259-61-8
1-[3α-(tert-butyldiphenylsilyloxy)-5α-androstan-17β-yl]-3-triisopropylsilyl-propynone

Guidance literature:: tris-iso-propylsilyl acetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; for 1h;

3α-(tert-butyldiphenylsilyloxy)-5α-androstan-17β-carboxylic acid methoxy methyl amide; In tetrahydrofuran; hexane; at -10 ℃; for 2h;
DOI:10.1021/jm050271q

Reference yield:

: 862259-67-4
3α-(tert-butyldiphenylsilyloxy)-5α-pregnan-20-one

: 862259-61-8
1-[3α-(tert-butyldiphenylsilyloxy)-5α-androstan-17β-yl]-3-triisopropylsilyl-propynone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / NaOBr / dioxane; H₂O / 24 h / 20 °C

2.1: 98 percent / EDCI; DMAP / CH₂Cl₂ / 2 h / 20 °C

3.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -40 °C

3.2: 70 percent / tetrahydrofuran; hexane / 2 h / -10 °C

With dmap; n-butyllithium; sodium hypobromide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water;
DOI:10.1021/jm050271q

Reference yield:

: 862259-60-7
3α-(tert-butyldiphenylsilyloxy)-5α-androstan-17β-carboxylic acid

: 862259-61-8
1-[3α-(tert-butyldiphenylsilyloxy)-5α-androstan-17β-yl]-3-triisopropylsilyl-propynone

Guidance literature:: Multi-step reaction with 2 steps

1.1: 98 percent / EDCI; DMAP / CH₂Cl₂ / 2 h / 20 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -40 °C

2.2: 70 percent / tetrahydrofuran; hexane / 2 h / -10 °C

With dmap; n-butyllithium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jm050271q