(3R,5R,8R,9S,10S,12S,13R,14S,17R)-10,13-dimethyl-17-((2R,6S)-5-oxo-6-phenylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,12-diyldiacetate

Base Information

Chemical Name:(3R,5R,8R,9S,10S,12S,13R,14S,17R)-10,13-dimethyl-17-((2R,6S)-5-oxo-6-phenylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,12-diyldiacetate
CAS No.:1433779-24-8
Molecular Formula:C₃₆H₅₂O₅
Molecular Weight:564.806
Hs Code.:

(3R,5R,8R,9S,10S,12S,13R,14S,17R)-10,13-dimethyl-17-((2R,6S)-5-oxo-6-phenylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,12-diyldiacetate

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Chemical Property of (3R,5R,8R,9S,10S,12S,13R,14S,17R)-10,13-dimethyl-17-((2R,6S)-5-oxo-6-phenylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,12-diyldiacetate

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Technology Process of (3R,5R,8R,9S,10S,12S,13R,14S,17R)-10,13-dimethyl-17-((2R,6S)-5-oxo-6-phenylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,12-diyldiacetate

There total 3 articles about (3R,5R,8R,9S,10S,12S,13R,14S,17R)-10,13-dimethyl-17-((2R,6S)-5-oxo-6-phenylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,12-diyldiacetate 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:

: 672-65-1
(1-chloroethyl)benzene

: 57610-90-9
Deoxycholic acid chloride 3,12-diacetate

: 1433779-24-8
(3R,5R,8R,9S,10S,12S,13R,14S,17R)-10,13-dimethyl-17-((2R,6S)-5-oxo-6-phenylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,12-diyldiacetate

: 1433778-32-5
(3R,5R,8R,9S,10R,12S,13R,14S,17R)-10,13-dimethyl-17-((2R,6S)-5-oxo-6-phenylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,12-diyldiacetate

Guidance literature:: With manganese; (1,2-dimethoxyethane)dichloronickel(II); 2,6-dimethylbenzoic acid; (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); In tetrahydrofuran; N,N-dimethyl acetamide; at 20 ℃; for 24h; Overall yield = 64 %; Overall yield = 72.5 mg; stereoselective reaction; Molecular sieve; Inert atmosphere; Glovebox;
DOI:10.1021/ja402922w

Reference yield:

: 33628-48-7
deoxycholic acid 3,12-diacetate

: 1433779-24-8
(3R,5R,8R,9S,10S,12S,13R,14S,17R)-10,13-dimethyl-17-((2R,6S)-5-oxo-6-phenylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,12-diyldiacetate

: 1433778-32-5
(3R,5R,8R,9S,10R,12S,13R,14S,17R)-10,13-dimethyl-17-((2R,6S)-5-oxo-6-phenylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,12-diyldiacetate

Guidance literature:: Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 3 h / 23 °C

2: (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); 2,6-dimethylbenzoic acid; manganese; (1,2-dimethoxyethane)dichloronickel(II) / N,N-dimethyl acetamide; tetrahydrofuran / 24 h / 20 °C / Molecular sieve; Inert atmosphere; Glovebox

With manganese; oxalyl dichloride; (1,2-dimethoxyethane)dichloronickel(II); 2,6-dimethylbenzoic acid; N,N-dimethyl-formamide; (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;
DOI:10.1021/ja402922w

Reference yield:

: 98-85-1,13323-81-4
1-Phenylethanol

: 1433779-24-8
(3R,5R,8R,9S,10S,12S,13R,14S,17R)-10,13-dimethyl-17-((2R,6S)-5-oxo-6-phenylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,12-diyldiacetate

: 1433778-32-5
(3R,5R,8R,9S,10R,12S,13R,14S,17R)-10,13-dimethyl-17-((2R,6S)-5-oxo-6-phenylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,12-diyldiacetate

Guidance literature:: Multi-step reaction with 2 steps

1: thionyl chloride / chloroform / 12 h / 23 °C

2: (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); 2,6-dimethylbenzoic acid; manganese; (1,2-dimethoxyethane)dichloronickel(II) / N,N-dimethyl acetamide; tetrahydrofuran / 24 h / 20 °C / Molecular sieve; Inert atmosphere; Glovebox

With manganese; thionyl chloride; (1,2-dimethoxyethane)dichloronickel(II); 2,6-dimethylbenzoic acid; (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); In tetrahydrofuran; chloroform; N,N-dimethyl acetamide;
DOI:10.1021/ja402922w