(3R,5S,7R,8R,9S,10S,12S,13S,14S,17R)-10,13-Dimethyl-17-[(S)-1-methyl-2-(triphenyl-λ⁵-phosphanylidene)-ethyl]-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triol

Base Information

• Chemical Name: (3R,5S,7R,8R,9S,10S,12S,13S,14S,17R)-10,13-Dimethyl-17-[(S)-1-methyl-2-(triphenyl-λ⁵-phosphanylidene)-ethyl]-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triol
• CAS No.: 190513-05-4
• Molecular Formula: C₄₀H₅₁O₃P
• Molecular Weight: 610.817

Synonyms:

Chemical Property of (3R,5S,7R,8R,9S,10S,12S,13S,14S,17R)-10,13-Dimethyl-17-[(S)-1-methyl-2-(triphenyl-λ⁵-phosphanylidene)-ethyl]-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,5S,7R,8R,9S,10S,12S,13S,14S,17R)-10,13-Dimethyl-17-[(S)-1-methyl-2-(triphenyl-λ⁵-phosphanylidene)-ethyl]-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triol

There total 6 articles about (3R,5S,7R,8R,9S,10S,12S,13S,14S,17R)-10,13-Dimethyl-17-[(S)-1-methyl-2-(triphenyl-λ⁵-phosphanylidene)-ethyl]-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triol 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:

Triphenyl-[(S)-2-((3R,5S,7R,8R,9S,10S,12S,13S,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propyl]-phosphonium; iodide → (3R,5S,7R,8R,9S,10S,12S,13S,14S,17R)-10,13-Dimethyl-17-[(S)-1-methyl-2-(triphenyl-λ5-phosphanylidene)-ethyl]-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triol (190513-05-4)

Guidance literature:

With phenyllithium; In diethyl ether; 1.) 4 deg C, 10 min, 2.) room temp., 1 h;

DOI:10.1039/a607850h

Reference yield:

24-norcholic acid (60696-62-0) → (3R,5S,7R,8R,9S,10S,12S,13S,14S,17R)-10,13-Dimethyl-17-[(S)-1-methyl-2-(triphenyl-λ5-phosphanylidene)-ethyl]-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triol (190513-05-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / 70percent perchloric acid / 1.5 h / 50 - 60 °C

2: 91 percent / 1.) Pb(OAc)4, 2.) I₂ / CCl₄ / Heating; 1.) reflux, irradiation, 2.) reflux, 1.5 h

3: 80 percent / NaOMe / methanol / 24 h / Ambient temperature

4: 68 percent / acetonitrile / 44 h / Heating

5: PhLi / diethyl ether / 1.) 4 deg C, 10 min, 2.) room temp., 1 h

With lead(IV) acetate; perchloric acid; iodine; sodium methylate; phenyllithium; In methanol; tetrachloromethane; diethyl ether; acetonitrile;

DOI:10.1039/a607850h

Reference yield:

triphenylphosphine (603-35-0) → (3R,5S,7R,8R,9S,10S,12S,13S,14S,17R)-10,13-Dimethyl-17-[(S)-1-methyl-2-(triphenyl-λ5-phosphanylidene)-ethyl]-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triol (190513-05-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / acetonitrile / 44 h / Heating

2: PhLi / diethyl ether / 1.) 4 deg C, 10 min, 2.) room temp., 1 h

With phenyllithium; In diethyl ether; acetonitrile;

DOI:10.1039/a607850h

upstream raw materials:

24-norcholic acid

triphenylphosphine

3α,7α,12α-trihydroxy-22-iodo-23,24-bisnor-5β-cholane

3α,7α,12α-triformyloxy-22-iodo-23,24-bisnor-5β-cholane

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