[(3α,5α,16β,17β)-3,17-dihydroxyandrostan-17-yl]methyl p-toluenesulfonate

Base Information

Chemical Name:[(3α,5α,16β,17β)-3,17-dihydroxyandrostan-17-yl]methyl p-toluenesulfonate
CAS No.:312488-31-6
Molecular Formula:C₂₇H₄₀O₅S
Molecular Weight:476.678
Hs Code.:

Synonyms:[(3α,5α,16β,17β)-3,17-dihydroxyandrostan-17-yl]methyl p-toluenesulfonate

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Chemical Property of [(3α,5α,16β,17β)-3,17-dihydroxyandrostan-17-yl]methyl p-toluenesulfonate

Chemical Property:

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Technology Process of [(3α,5α,16β,17β)-3,17-dihydroxyandrostan-17-yl]methyl p-toluenesulfonate

There total 3 articles about [(3α,5α,16β,17β)-3,17-dihydroxyandrostan-17-yl]methyl p-toluenesulfonate 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: 25.0%

: 98-59-9
p-toluenesulfonyl chloride

: 312488-30-5
(3α,5α,16β,17β)-16-hydroxymethylandrostane-3,17-diol

: 312488-31-6
[(3α,5α,16β,17β)-3,17-dihydroxyandrostan-17-yl]methyl p-toluenesulfonate

Guidance literature:: With pyridine; at 20 ℃; for 4h;
DOI:10.1021/jm000977e

Reference yield:

: 53-41-8
cis-androsterone

: 312488-31-6
[(3α,5α,16β,17β)-3,17-dihydroxyandrostan-17-yl]methyl p-toluenesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / NaOMe / toluene / 7 h / Heating

2: 80 percent / NaBH₄ / methanol / 5 h / 20 °C

3: 25 percent / pyridine / 4 h / 20 °C

With pyridine; sodium tetrahydroborate; sodium methylate; In methanol; toluene; 1: Formylation / 2: Reduction / 3: Tosylation;
DOI:10.1021/jm000977e

Reference yield:

: 98391-23-2
(3α,5α)-3-hydroxy-16-hydroxymethyleneandrostan-17-one

: 312488-31-6
[(3α,5α,16β,17β)-3,17-dihydroxyandrostan-17-yl]methyl p-toluenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / NaBH₄ / methanol / 5 h / 20 °C

2: 25 percent / pyridine / 4 h / 20 °C

With pyridine; sodium tetrahydroborate; In methanol; 1: Reduction / 2: Tosylation;
DOI:10.1021/jm000977e