(20S)-15β-(4-benzoyloxybutyl)-20-hydroxymethyl-2β,3β-isopropylidenedihydroxy-6,6-ethylenedioxy-5α-pregna-16-ene

Base Information

Chemical Name:(20S)-15β-(4-benzoyloxybutyl)-20-hydroxymethyl-2β,3β-isopropylidenedihydroxy-6,6-ethylenedioxy-5α-pregna-16-ene
CAS No.:1353113-39-9
Molecular Formula:C₃₈H₅₄O₇
Molecular Weight:622.843
Hs Code.:

Synonyms:(20S)-15β-(4-benzoyloxybutyl)-20-hydroxymethyl-2β,3β-isopropylidenedihydroxy-6,6-ethylenedioxy-5α-pregna-16-ene

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Chemical Property of (20S)-15β-(4-benzoyloxybutyl)-20-hydroxymethyl-2β,3β-isopropylidenedihydroxy-6,6-ethylenedioxy-5α-pregna-16-ene

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Technology Process of (20S)-15β-(4-benzoyloxybutyl)-20-hydroxymethyl-2β,3β-isopropylidenedihydroxy-6,6-ethylenedioxy-5α-pregna-16-ene

There total 4 articles about (20S)-15β-(4-benzoyloxybutyl)-20-hydroxymethyl-2β,3β-isopropylidenedihydroxy-6,6-ethylenedioxy-5α-pregna-16-ene 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: 74.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1353113-35-5
(17Z)-15β-(4-benzoyloxybutyl)-2β,3β-isopropylidenedioxy-6,6-ethylenedioxy-5α-pregna-17-ene

: 1353113-39-9
(20S)-15β-(4-benzoyloxybutyl)-20-hydroxymethyl-2β,3β-isopropylidenedihydroxy-6,6-ethylenedioxy-5α-pregna-16-ene

Guidance literature:: formaldehyd; With diethylaluminium chloride; In hexane; dichloromethane; at -78 ℃; for 0.0833333h; Inert atmosphere;

(17Z)-15β-(4-benzoyloxybutyl)-2β,3β-isopropylidenedioxy-6,6-ethylenedioxy-5α-pregna-17-ene; In hexane; dichloromethane; at -78 - 0 ℃; for 3h; Inert atmosphere;
DOI:10.1134/S1070363211100185

Reference yield:

: 2β,3β-isopropylidenedioxy-6,6-ethylenedioxy-5α-androst-15-en-17-one

: 1353113-39-9
(20S)-15β-(4-benzoyloxybutyl)-20-hydroxymethyl-2β,3β-isopropylidenedihydroxy-6,6-ethylenedioxy-5α-pregna-16-ene

Guidance literature:: Multi-step reaction with 4 steps

1.1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / 0.08 h / -20 °C / Inert atmosphere

1.2: 0.17 h / -78 °C / Inert atmosphere

2.1: benzene / 2.5 h / Inert atmosphere; Reflux

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / Inert atmosphere

3.2: 2.5 h / Inert atmosphere

4.1: diethylaluminium chloride / hexane; dichloromethane / 0.08 h / -78 °C / Inert atmosphere

4.2: 3 h / -78 - 0 °C / Inert atmosphere

With copper(I) bromide dimethylsulfide complex; tetrabutyl ammonium fluoride; diethylaluminium chloride; In tetrahydrofuran; hexane; dichloromethane; benzene; 1.1: Michael condensation;
DOI:10.1134/S1070363211100185

Reference yield:

: 1353113-27-5
15β-(4-(dimethyl-tert-butylsilyloxy)butyl)-2β,3β-isopropylidenedihydroxy-6,6-ethylenedioxy-5α-androstan-17-one

: 1353113-39-9
(20S)-15β-(4-benzoyloxybutyl)-20-hydroxymethyl-2β,3β-isopropylidenedihydroxy-6,6-ethylenedioxy-5α-pregna-16-ene

Guidance literature:: Multi-step reaction with 3 steps

1.1: benzene / 2.5 h / Inert atmosphere; Reflux

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / Inert atmosphere

2.2: 2.5 h / Inert atmosphere

3.1: diethylaluminium chloride / hexane; dichloromethane / 0.08 h / -78 °C / Inert atmosphere

3.2: 3 h / -78 - 0 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; diethylaluminium chloride; In tetrahydrofuran; hexane; dichloromethane; benzene;
DOI:10.1134/S1070363211100185