3α,12α-di(tert-butyldimethylsilyloxy)-7,24-diallyloxy-7,8-seco-5β-cholan-8α-ol

Base Information

Chemical Name:3α,12α-di(tert-butyldimethylsilyloxy)-7,24-diallyloxy-7,8-seco-5β-cholan-8α-ol
CAS No.:1351984-94-5
Molecular Formula:C₄₂H₈₀O₅Si₂
Molecular Weight:721.265
Hs Code.:

Synonyms:3α,12α-di(tert-butyldimethylsilyloxy)-7,24-diallyloxy-7,8-seco-5β-cholan-8α-ol

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Chemical Property of 3α,12α-di(tert-butyldimethylsilyloxy)-7,24-diallyloxy-7,8-seco-5β-cholan-8α-ol

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Technology Process of 3α,12α-di(tert-butyldimethylsilyloxy)-7,24-diallyloxy-7,8-seco-5β-cholan-8α-ol

There total 9 articles about 3α,12α-di(tert-butyldimethylsilyloxy)-7,24-diallyloxy-7,8-seco-5β-cholan-8α-ol 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: 56.0%

: 1351984-93-4
C₃₆H₇₂O₅Si₂

: 106-95-6
allyl bromide

: 1351984-94-5
3α,12α-di(tert-butyldimethylsilyloxy)-7,24-diallyloxy-7,8-seco-5β-cholan-8α-ol

Guidance literature:: With potassium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 12h;
DOI:10.1016/j.tetlet.2011.10.108

Reference yield:

: 911-40-0
7-ketodeoxycholic acid

: 1351984-94-5
3α,12α-di(tert-butyldimethylsilyloxy)-7,24-diallyloxy-7,8-seco-5β-cholan-8α-ol

Guidance literature:: Multi-step reaction with 5 steps

1: toluene-4-sulfonic acid / 2 h / Heating

2: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C

3: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C

4: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 0 - 20 °C

5: potassium hydride / N,N-dimethyl-formamide / 12 h / 0 - 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; potassium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2: Baeyer-Villiger oxidation;
DOI:10.1016/j.tetlet.2011.10.108

Reference yield:

: 3α,12α-di(tert-butyldimethylsilyloxy)-7,8-seco-5β-cholan-7,8α,24-triol

: 106-95-6
allyl bromide

: 1351984-94-5
3α,12α-di(tert-butyldimethylsilyloxy)-7,24-diallyloxy-7,8-seco-5β-cholan-8α-ol

Guidance literature:: 3α,12α-di(tert-butyldimethylsilyloxy)-7,8-seco-5β-cholan-7,8α,24-triol; With potassium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h; Inert atmosphere;

allyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 48h; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.steroids.2013.03.004