(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-Azido-10,13-dimethyl-7,12-bis-(4-nitro-phenylcarbamoyloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid icosyl ester

Base Information

Chemical Name:(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-Azido-10,13-dimethyl-7,12-bis-(4-nitro-phenylcarbamoyloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid icosyl ester
CAS No.:861399-23-7
Molecular Formula:C₅₈H₈₇N₇O₁₀
Molecular Weight:1042.37
Hs Code.:

(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-Azido-10,13-dimethyl-7,12-bis-(4-nitro-phenylcarbamoyloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid icosyl ester

Synonyms:(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-Azido-10,13-dimethyl-7,12-bis-(4-nitro-phenylcarbamoyloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid icosyl ester

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Chemical Property of (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-Azido-10,13-dimethyl-7,12-bis-(4-nitro-phenylcarbamoyloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid icosyl ester

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Technology Process of (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-Azido-10,13-dimethyl-7,12-bis-(4-nitro-phenylcarbamoyloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid icosyl ester

There total 1 articles about (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-Azido-10,13-dimethyl-7,12-bis-(4-nitro-phenylcarbamoyloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid icosyl 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: 65.0%

: 100-28-7
4-Nitrophenyl isocyanate

: 452303-17-2
eicosyl 3α-azido-7α,12α-dihydroxy-5β-cholan-24-oate

: 861399-23-7
(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-Azido-10,13-dimethyl-7,12-bis-(4-nitro-phenylcarbamoyloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid icosyl ester

Guidance literature:: With chloro-trimethyl-silane; In dichloromethane; at 20 ℃; for 96h;
DOI:10.1021/ja0524144

Reference yield:

: 861399-23-7
(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-Azido-10,13-dimethyl-7,12-bis-(4-nitro-phenylcarbamoyloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid icosyl ester

: (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-Amino-10,13-dimethyl-7,12-bis-(4-nitro-phenylcarbamoyloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid icosyl ester

Guidance literature:: (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-Azido-10,13-dimethyl-7,12-bis-(4-nitro-phenylcarbamoyloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid icosyl ester; With trimethylphosphane; In tetrahydrofuran; at 20 ℃; for 3h;

With water; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1021/ja0524144

Reference yield:

: 861399-23-7
(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-Azido-10,13-dimethyl-7,12-bis-(4-nitro-phenylcarbamoyloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid icosyl ester

: 861399-20-4
eicosyl 3α-(tert-butoxycarbonylamino)-7α,12α-bis[(4-nitrophenyl)carbamoyloxy]-5β-cholan-24-oate

Guidance literature:: Multi-step reaction with 2 steps

1.1: Me₃P / tetrahydrofuran / 3 h / 20 °C

1.2: H₂O / tetrahydrofuran / 4 h / 20 °C

2.1: 1.45 g / Et₃N / tetrahydrofuran / 96 h / 45 °C

With triethylamine; trimethylphosphane; In tetrahydrofuran;
DOI:10.1021/ja0524144