Benzoic acid (R)-1-((3S,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-trimethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl ester

Base Information

Chemical Name:Benzoic acid (R)-1-((3S,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-trimethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl ester
CAS No.:123367-36-2
Molecular Formula:C₃₁H₄₆O₃Si
Molecular Weight:494.79
Hs Code.:

Benzoic acid (R)-1-((3S,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-trimethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl ester

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Chemical Property of Benzoic acid (R)-1-((3S,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-trimethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl ester

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Technology Process of Benzoic acid (R)-1-((3S,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-trimethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl ester

There total 2 articles about Benzoic acid (R)-1-((3S,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-trimethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl 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:

: 78153-79-4,89025-46-7,94898-42-7,94898-43-8,101966-50-1,143615-35-4,122741-44-0
2,3,4,6-tetra-O-benzyl-D-glucopyranosyl fluoride

: 123367-36-2
Benzoic acid (R)-1-((3S,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-trimethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 0.4 g / BF₃*Et₂O / CH₂Cl₂ / Ambient temperature

2: pyridine

With boron trifluoride diethyl etherate; In pyridine; dichloromethane;
DOI:10.1016/0039-128X(88)90008-6

Reference yield:

: 123367-37-3
pregnenediol 20-benzoate

: 18156-74-6
1-(Trimethylsilyl)imidazole

: 123367-36-2
Benzoic acid (R)-1-((3S,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-trimethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl ester

Guidance literature:: In pyridine;
DOI:10.1016/0039-128X(88)90008-6

Reference yield:

: 78153-79-4,89025-46-7,94898-42-7,94898-43-8,101966-50-1,143615-35-4,122741-44-0
2,3,4,6-tetra-O-benzyl-D-glucopyranosyl fluoride

: 123367-36-2
Benzoic acid (R)-1-((3S,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-trimethylsilanyloxy-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl ester

: (R)-1-[(3S,8S,9S,10R,13S,14S,17S)-10,13-Dimethyl-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-eth-1-ol

: (R)-1-[(3S,8S,9S,10R,13S,14S,17S)-10,13-Dimethyl-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-eth-1-ol

Guidance literature:: With potassium hydroxide; boron trifluoride diethyl etherate; Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1) CH₂Cl₂, r.t., overnight, 2) THF, MeOH, reflux, overnight;
DOI:10.1016/0039-128X(88)90008-6