(3α,8α,9β,10α,13α,14β,17α,20S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]chol-5-en-24-ol tosylate

Base Information

Chemical Name:(3α,8α,9β,10α,13α,14β,17α,20S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]chol-5-en-24-ol tosylate
CAS No.:915159-29-4
Molecular Formula:C₃₇H₆₀O₄SSi
Molecular Weight:629.033
Hs Code.:

Synonyms:(3α,8α,9β,10α,13α,14β,17α,20S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]chol-5-en-24-ol tosylate

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Chemical Property of (3α,8α,9β,10α,13α,14β,17α,20S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]chol-5-en-24-ol tosylate

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Technology Process of (3α,8α,9β,10α,13α,14β,17α,20S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]chol-5-en-24-ol tosylate

There total 5 articles about (3α,8α,9β,10α,13α,14β,17α,20S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]chol-5-en-24-ol tosylate 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: 80.0%

: 98-59-9
p-toluenesulfonyl chloride

: 548459-73-0
(3α,8α,9β,10α,13α,14β,17β,20S)-3-{[(1,1-dimethylethyl)dimethylsilyl]oxy}chol-5-en-24-ol

: 915159-29-4
(3α,8α,9β,10α,13α,14β,17α,20S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]chol-5-en-24-ol tosylate

Guidance literature:: With pyridine; at 4 ℃; for 48h;
DOI:10.1016/j.steroids.2006.01.007

Reference yield:

: (S)-4-((3R,5S,6S,8R,9R,10S,13S,14R,17S)-5,6-Dibromo-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

: 915159-29-4
(3α,8α,9β,10α,13α,14β,17α,20S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]chol-5-en-24-ol tosylate

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / zinc; acetic acid / 1.5 h / 20 °C

2: 99 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂; tetrahydrofuran / 20 °C

3: 98 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 °C

4: 80 percent / pyridine / 48 h / 4 °C

With pyridine; dmap; lithium aluminium tetrahydride; acetic acid; triethylamine; zinc; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/j.steroids.2006.01.007

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 915159-29-4
(3α,8α,9β,10α,13α,14β,17α,20S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]chol-5-en-24-ol tosylate

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂; tetrahydrofuran / 20 °C

2: 98 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 °C

3: 80 percent / pyridine / 48 h / 4 °C

With pyridine; dmap; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/j.steroids.2006.01.007