(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-cyanomethyl-10,13-dimethyl-3-(4-pyrrol-1-ylmethyl-phenyl)-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-cyanomethyl-10,13-dimethyl-3-(4-pyrrol-1-ylmethyl-phenyl)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester
• CAS No.: 146275-11-8
• Molecular Formula: C₄₂H₅₆N₂O₆
• Molecular Weight: 684.916

Synonyms:(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-cyanomethyl-10,13-dimethyl-3-(4-pyrrol-1-ylmethyl-phenyl)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

Chemical Property of (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-cyanomethyl-10,13-dimethyl-3-(4-pyrrol-1-ylmethyl-phenyl)-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-cyanomethyl-10,13-dimethyl-3-(4-pyrrol-1-ylmethyl-phenyl)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

There total 1 articles about (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-cyanomethyl-10,13-dimethyl-3-(4-pyrrol-1-ylmethyl-phenyl)-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: 85.0%

(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-(cyano-ethoxycarbonyl-methyl)-10,13-dimethyl-3-(4-pyrrol-1-ylmethyl-phenyl)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester → (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-cyanomethyl-10,13-dimethyl-3-(4-pyrrol-1-ylmethyl-phenyl)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester (146275-11-8)

Guidance literature:

With sodium chloride; In dimethyl sulfoxide; at 150 ℃; for 4h;

DOI:10.1016/S0040-4039(00)74737-X

Reference yield:

(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-cyanomethyl-10,13-dimethyl-3-(4-pyrrol-1-ylmethyl-phenyl)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester (146275-11-8) → (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-(4-aminomethyl-phenyl)-3-cyanomethyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 1) O₃, 2) NaBH₄ / 1) -78 deg C, MeOH

2: 70 percent / aq. HCl / methanol

With hydrogenchloride; sodium tetrahydroborate; ozone; In methanol;

DOI:10.1016/S0040-4039(00)74737-X

Reference yield:

(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-cyanomethyl-10,13-dimethyl-3-(4-pyrrol-1-ylmethyl-phenyl)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester (146275-11-8) → (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-cyanomethyl-3-(4-formylaminomethyl-phenyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

Guidance literature:

With sodium tetrahydroborate; ozone; Yield given. Multistep reaction; 1) -78 deg C, MeOH;

DOI:10.1016/S0040-4039(00)74737-X

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