(4R)-methyl 4-((3R,5R,7R,10S,13R,17R)-3-acetoxy-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Base Information

Chemical Name:(4R)-methyl 4-((3R,5R,7R,10S,13R,17R)-3-acetoxy-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate
CAS No.:19684-68-5
Molecular Formula:C₂₇H₄₄O₅
Molecular Weight:448.643
Hs Code.:

Synonyms:(4R)-methyl 4-((3R,5R,7R,10S,13R,17R)-3-acetoxy-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

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Chemical Property of (4R)-methyl 4-((3R,5R,7R,10S,13R,17R)-3-acetoxy-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

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Technology Process of (4R)-methyl 4-((3R,5R,7R,10S,13R,17R)-3-acetoxy-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

There total 3 articles about (4R)-methyl 4-((3R,5R,7R,10S,13R,17R)-3-acetoxy-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate 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: 90.0%

: 3057-04-3
chenodeoxycholic acid methyl ester

: 108-24-7
acetic anhydride

: 2616-71-9
methyl 3α,7α-diacetoxy-5β-cholan-24-oate

: 19684-68-5
(4R)-methyl 4-((3R,5R,7R,10S,13R,17R)-3-acetoxy-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃; for 16h;

Reference yield:

: 911-40-0
7-ketodeoxycholic acid

: 19684-68-5
(4R)-methyl 4-((3R,5R,7R,10S,13R,17R)-3-acetoxy-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Guidance literature:: Multi-step reaction with 6 steps

1: sulfuric acid / 2 h / Reflux

2: acetic anhydride; pyridine; dmap / dichloromethane / 2 h / 25 °C

3: pyridine / dichloromethane / 8 h / 25 °C / Inert atmosphere

4: potassium acetate; 1-methyl-pyrrolidin-2-one / 8 h / 130 °C / Inert atmosphere

5: sodium tetrahydroborate / methanol; tetrahydrofuran / 2 h / 0 °C

6: palladium on activated charcoal; hydrogen / methanol / 12 h / 70 °C / 30003 Torr

With pyridine; 1-methyl-pyrrolidin-2-one; dmap; sodium tetrahydroborate; sulfuric acid; palladium on activated charcoal; hydrogen; potassium acetate; acetic anhydride; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

: 474-25-9
chenodeoxycholic acid

: 2616-71-9
methyl 3α,7α-diacetoxy-5β-cholan-24-oate

: 19684-68-5
(4R)-methyl 4-((3R,5R,7R,10S,13R,17R)-3-acetoxy-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / Reflux

2: pyridine / dichloromethane / 16 h / 0 - 20 °C

With pyridine; hydrogenchloride; In dichloromethane;