Benzoic acid (3R,5R,8S,9S,10S,12S,13R,14S,17R)-12-hydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-11-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Base Information

Chemical Name:Benzoic acid (3R,5R,8S,9S,10S,12S,13R,14S,17R)-12-hydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-11-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
CAS No.:214544-14-6
Molecular Formula:C₃₂H₄₄O₆
Molecular Weight:524.698
Hs Code.:

Benzoic acid (3R,5R,8S,9S,10S,12S,13R,14S,17R)-12-hydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-11-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Synonyms:Benzoic acid (3R,5R,8S,9S,10S,12S,13R,14S,17R)-12-hydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-11-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

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Chemical Property of Benzoic acid (3R,5R,8S,9S,10S,12S,13R,14S,17R)-12-hydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-11-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

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Technology Process of Benzoic acid (3R,5R,8S,9S,10S,12S,13R,14S,17R)-12-hydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-11-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

There total 4 articles about Benzoic acid (3R,5R,8S,9S,10S,12S,13R,14S,17R)-12-hydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-11-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl 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: 57.0%

: 214544-13-5
Benzoic acid (3R,5R,8S,9S,10S,11S,12R,13R,14S,17R)-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-hexadecahydro-20-oxa-cyclopropa[11,12]cyclopenta[a]phenanthren-3-yl ester

: 214544-14-6
Benzoic acid (3R,5R,8S,9S,10S,12S,13R,14S,17R)-12-hydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-11-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: With sodium azide; sulfuric acid; In dimethyl sulfoxide; at 140 ℃; for 16h;
DOI:10.1016/S0040-4020(98)83048-2

Reference yield:

: 5969-28-8
3α-benzoyloxy-12α-hydroxy-5β-cholane-24-ic acid methyl ester

: 214544-14-6
Benzoic acid (3R,5R,8S,9S,10S,12S,13R,14S,17R)-12-hydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-11-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / Py / 4 h / 0 °C

2: 88 percent / KOAc, DMPU / 4 h / 125 °C

3: 96 percent / 2,2,2-trifluoroacetophenone, (EDTA)Na₂, Oxone, sodium hydrogen carbonate / acetonitrile / 24 h / Ambient temperature

4: 57 percent / sodium azide, H₂SO₄ / dimethylsulfoxide / 16 h / 140 °C

With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; Oxone; sodium azide; 2,2,2-Trifluoroacetophenone; sulfuric acid; potassium acetate; edetate disodium; sodium hydrogencarbonate; In dimethyl sulfoxide; acetonitrile;
DOI:10.1016/S0040-4020(98)83048-2

Reference yield:

: 105687-85-2
Benzoic acid (3R,5R,8S,9S,10S,13S,14S,17R)-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

: 214544-14-6
Benzoic acid (3R,5R,8S,9S,10S,12S,13R,14S,17R)-12-hydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-11-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / 2,2,2-trifluoroacetophenone, (EDTA)Na₂, Oxone, sodium hydrogen carbonate / acetonitrile / 24 h / Ambient temperature

2: 57 percent / sodium azide, H₂SO₄ / dimethylsulfoxide / 16 h / 140 °C

With Oxone; sodium azide; 2,2,2-Trifluoroacetophenone; sulfuric acid; edetate disodium; sodium hydrogencarbonate; In dimethyl sulfoxide; acetonitrile;
DOI:10.1016/S0040-4020(98)83048-2