(R)-4-((3S,5S,7R,8S,9S,10R,13R,14S,17R)-7-Benzyloxymethoxy-3-hydroxy-10,13-dimethyl-4-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

Base Information

Chemical Name:(R)-4-((3S,5S,7R,8S,9S,10R,13R,14S,17R)-7-Benzyloxymethoxy-3-hydroxy-10,13-dimethyl-4-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester
CAS No.:610313-12-7
Molecular Formula:C₃₃H₄₈O₆
Molecular Weight:540.741
Hs Code.:

(R)-4-((3S,5S,7R,8S,9S,10R,13R,14S,17R)-7-Benzyloxymethoxy-3-hydroxy-10,13-dimethyl-4-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

Synonyms:(R)-4-((3S,5S,7R,8S,9S,10R,13R,14S,17R)-7-Benzyloxymethoxy-3-hydroxy-10,13-dimethyl-4-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

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Chemical Property of (R)-4-((3S,5S,7R,8S,9S,10R,13R,14S,17R)-7-Benzyloxymethoxy-3-hydroxy-10,13-dimethyl-4-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

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Technology Process of (R)-4-((3S,5S,7R,8S,9S,10R,13R,14S,17R)-7-Benzyloxymethoxy-3-hydroxy-10,13-dimethyl-4-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

There total 6 articles about (R)-4-((3S,5S,7R,8S,9S,10R,13R,14S,17R)-7-Benzyloxymethoxy-3-hydroxy-10,13-dimethyl-4-oxo-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: 44.0%

: 753488-61-8
(R)-4-((7R,8S,9S,10R,13R,14S,17R)-7-Benzyloxymethoxy-4-hydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

: methyl 7α-benzyloxymethoxy-3β,4β-dihydroxycholan-24-oate

: 610313-12-7
(R)-4-((3S,5S,7R,8S,9S,10R,13R,14S,17R)-7-Benzyloxymethoxy-3-hydroxy-10,13-dimethyl-4-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

Guidance literature:: With sodium cyanoborohydride; In methanol; chloroform;
DOI:10.1016/S0040-4039(03)01598-3

Reference yield: 22.0%

: 753488-61-8
(R)-4-((7R,8S,9S,10R,13R,14S,17R)-7-Benzyloxymethoxy-4-hydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

: 610313-12-7
(R)-4-((3S,5S,7R,8S,9S,10R,13R,14S,17R)-7-Benzyloxymethoxy-3-hydroxy-10,13-dimethyl-4-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

: methyl 7α-benzyloxymethoxy-3β,4β-dihydroxy-5α-cholan-24-oate

: methyl 7α-benzyloxymethoxy-3β,4β-dihydroxy-5β-cholan-24-oate

Guidance literature:: With silica gel; sodium cyanoborohydride; at 20 ℃;
DOI:10.1016/j.tet.2004.02.075

Reference yield:

: 14773-00-3
methyl (5β,7α)-12-hydroxy-3-oxo-cholan-24-oate

: 610313-12-7
(R)-4-((3S,5S,7R,8S,9S,10R,13R,14S,17R)-7-Benzyloxymethoxy-3-hydroxy-10,13-dimethyl-4-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: O₂; t-BuOK / 2-methyl-propan-2-ol / 1.5 h / 20 °C

2.1: 1.81 g / CHCl₃; methanol; diethyl ether / 1 h / 0 °C

3.1: 60 percent / diisopropylethylamine / CH₂Cl₂ / 18 h / 20 °C

4.1: NaBH₄ / CHCl₃; methanol / 0 °C

4.2: aq. HCl

With sodium tetrahydroborate; potassium tert-butylate; oxygen; N-ethyl-N,N-diisopropylamine; In methanol; diethyl ether; dichloromethane; chloroform; tert-butyl alcohol;
DOI:10.1016/j.tet.2004.02.075