3β-benzoyloxy-15-trifluoromethylsulfonyloxy-5α-chola-8,14-dien-24-oic acid ethyl ester

Base Information

Chemical Name:3β-benzoyloxy-15-trifluoromethylsulfonyloxy-5α-chola-8,14-dien-24-oic acid ethyl ester
CAS No.:463932-37-8
Molecular Formula:C₃₄H₄₃F₃O₇S
Molecular Weight:652.772
Hs Code.:

Synonyms:3β-benzoyloxy-15-trifluoromethylsulfonyloxy-5α-chola-8,14-dien-24-oic acid ethyl ester

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Chemical Property of 3β-benzoyloxy-15-trifluoromethylsulfonyloxy-5α-chola-8,14-dien-24-oic acid ethyl ester

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Technology Process of 3β-benzoyloxy-15-trifluoromethylsulfonyloxy-5α-chola-8,14-dien-24-oic acid ethyl ester

There total 4 articles about 3β-benzoyloxy-15-trifluoromethylsulfonyloxy-5α-chola-8,14-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: 99.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 463932-36-7
3β-benzoyloxy-15-oxo-5α-chol-8(14)-en-24-oic acid ethyl ester

: 463932-37-8
3β-benzoyloxy-15-trifluoromethylsulfonyloxy-5α-chola-8,14-dien-24-oic acid ethyl ester

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1023/A:1015768623363

Reference yield:

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

: 463932-37-8
3β-benzoyloxy-15-trifluoromethylsulfonyloxy-5α-chola-8,14-dien-24-oic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 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

3.1: 94 percent / hydrogen / Raney nickel / ethanol / 24 h / 20 °C

4.1: 99 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 8 h / 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; oil scarlet; hydrogen; sodium hydride; ozone; nickel; In tetrahydrofuran; ethanol; dichloromethane; 2.2: Horner-Emmons reaction;
DOI:10.1023/A:1015768623363

Reference yield:

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

: 463932-37-8
3β-benzoyloxy-15-trifluoromethylsulfonyloxy-5α-chola-8,14-dien-24-oic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 20 °C

1.2: 91 percent / tetrahydrofuran / 1.5 h / -70 - -20 °C

2.1: 94 percent / hydrogen / Raney nickel / ethanol / 24 h / 20 °C

3.1: 99 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 8 h / 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; hydrogen; sodium hydride; nickel; In tetrahydrofuran; ethanol; dichloromethane; 1.2: Horner-Emmons reaction;
DOI:10.1023/A:1015768623363