(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-dicyanomethyl-3-(4-methanesulfonyloxymethyl-phenyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

Base Information

Chemical Name:(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-dicyanomethyl-3-(4-methanesulfonyloxymethyl-phenyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester
CAS No.:149947-63-7
Molecular Formula:C₄₀H₅₄N₂O₉S
Molecular Weight:738.943
Hs Code.:

(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-dicyanomethyl-3-(4-methanesulfonyloxymethyl-phenyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

Synonyms:(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-dicyanomethyl-3-(4-methanesulfonyloxymethyl-phenyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

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Chemical Property of (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-dicyanomethyl-3-(4-methanesulfonyloxymethyl-phenyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

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Technology Process of (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-dicyanomethyl-3-(4-methanesulfonyloxymethyl-phenyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

There total 8 articles about (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-dicyanomethyl-3-(4-methanesulfonyloxymethyl-phenyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl 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:

: 134699-58-4
methyl 7α,12α-diacetoxy-3β-dicyanomethyl-3α-(p-hydroxymethylphenyl)-cholan-24-oate

: 124-63-0
methanesulfonyl chloride

: 149947-63-7
(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-dicyanomethyl-3-(4-methanesulfonyloxymethyl-phenyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;
DOI:10.1039/c39910000612

Reference yield:

: 4947-65-3
methyl 3-keto-7,12-diacetylcholate

: 149947-63-7
(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-dicyanomethyl-3-(4-methanesulfonyloxymethyl-phenyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / NH₄OAc, glacial acetic acid / benzene / 0.25 h / 100 °C

2: 1) Mg, 1,2-dibromoethane, 2) CuCN / 1) THF, sonication, 30 min, 2) THF, 5 min

3: 1) CF₃CO₂H, 2) aq. NH₃ / 1) CH₂Cl₂, 50 deg C, 5.5 h, 2) Et₂O, 30 min

4: 5.67 g / iPr₂NEt / tetrahydrofuran / 0 °C

With ammonium hydroxide; ammonium acetate; magnesium; acetic acid; ethylene dibromide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; benzene;
DOI:10.1039/P19930000919

Reference yield:

: 134699-57-3
(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-(4-tert-butoxymethyl-phenyl)-3-dicyanomethyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

: 149947-63-7
(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-dicyanomethyl-3-(4-methanesulfonyloxymethyl-phenyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1) CF₃CO₂H, 2) aq. NH₃ / 1) CH₂Cl₂, 50 deg C, 5.5 h, 2) Et₂O, 30 min

2: 5.67 g / iPr₂NEt / tetrahydrofuran / 0 °C

With ammonium hydroxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran;
DOI:10.1039/P19930000919