(22E)-3β-benzoyloxy-15-oxo-5α-chola-8(14),22-dien-24-oic acid ethyl ester

Base Information

Chemical Name:(22E)-3β-benzoyloxy-15-oxo-5α-chola-8(14),22-dien-24-oic acid ethyl ester
CAS No.:463932-35-6
Molecular Formula:C₃₃H₄₂O₅
Molecular Weight:518.693
Hs Code.:

Synonyms:(22E)-3β-benzoyloxy-15-oxo-5α-chola-8(14),22-dien-24-oic acid ethyl ester

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Chemical Property of (22E)-3β-benzoyloxy-15-oxo-5α-chola-8(14),22-dien-24-oic acid ethyl ester

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Technology Process of (22E)-3β-benzoyloxy-15-oxo-5α-chola-8(14),22-dien-24-oic acid ethyl ester

There total 2 articles about (22E)-3β-benzoyloxy-15-oxo-5α-chola-8(14),22-dien-24-oic acid ethyl ester 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: 91.0%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 117151-64-1
(3β,5α,20S)-3-(benzoyloxy)-15-oxopregn-8(14)-ene-20-carboxaldehyde

: (22Z)-3β-benzoyloxy-15-oxo-5α-chola-8(14),22-dien-24-oic acid ethyl ester

: 463932-35-6
(22E)-3β-benzoyloxy-15-oxo-5α-chola-8(14),22-dien-24-oic acid ethyl ester

Guidance literature:: diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; at 20 ℃;

(3β,5α,20S)-3-(benzoyloxy)-15-oxopregn-8(14)-ene-20-carboxaldehyde; In tetrahydrofuran; at -70 - -20 ℃; for 1.5h;
DOI:10.1023/A:1015768623363

Reference yield:

: 36071-76-8
(3β,5α,22E)-3-(benzoyloxy)ergosta-8(14),22-dien-15-one

: 463932-35-6
(22E)-3β-benzoyloxy-15-oxo-5α-chola-8(14),22-dien-24-oic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: O₃; Sudan III / CH₂Cl₂ / -78 °C

1.2: 75 percent / Me₂S / CH₂Cl₂

2.1: sodium hydride / tetrahydrofuran / 20 °C

2.2: 91 percent / tetrahydrofuran / 1.5 h / -70 - -20 °C

With oil scarlet; sodium hydride; ozone; In tetrahydrofuran; dichloromethane; 2.2: Horner-Emmons reaction;
DOI:10.1023/A:1015768623363