benzoic acid (1R,3aR,4S,7aR)-7a-methyl-1-[(S)-1'-methylprop-2'-enyl]octahydro-inden-4-yl ester

Base Information

• Chemical Name: benzoic acid (1R,3aR,4S,7aR)-7a-methyl-1-[(S)-1'-methylprop-2'-enyl]octahydro-inden-4-yl ester
• CAS No.: 952288-67-4
• Molecular Formula: C₂₁H₂₈O₂
• Molecular Weight: 312.452

Synonyms:benzoic acid (1R,3aR,4S,7aR)-7a-methyl-1-[(S)-1'-methylprop-2'-enyl]octahydro-inden-4-yl ester

Chemical Property of benzoic acid (1R,3aR,4S,7aR)-7a-methyl-1-[(S)-1'-methylprop-2'-enyl]octahydro-inden-4-yl ester

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Technology Process of benzoic acid (1R,3aR,4S,7aR)-7a-methyl-1-[(S)-1'-methylprop-2'-enyl]octahydro-inden-4-yl ester

There total 2 articles about benzoic acid (1R,3aR,4S,7aR)-7a-methyl-1-[(S)-1'-methylprop-2'-enyl]octahydro-inden-4-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: 73.0%

(20R)-des-A,B-8β-(benzoyloxy)-23,24-dinorcholan-22-al (115527-12-3) → benzoic acid (1R,3aR,4S,7aR)-7a-methyl-1-[(S)-1'-methylprop-2'-enyl]octahydro-inden-4-yl ester (952288-67-4)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexanes; at 0 - 20 ℃; for 0.583333h;

(20R)-des-A,B-8β-(benzoyloxy)-23,24-dinorcholan-22-al; In tetrahydrofuran; hexanes; at -78 ℃; for 3h;

With hydrogenchloride; In tetrahydrofuran; hexanes; diethyl ether; water; ethyl acetate; benzene; at 20 ℃; for 18h;

Reference yield: 73.0%

Methyltriphenylphosphonium bromide (1779-49-3) + (20R)-des-A,B-8β-(benzoyloxy)-23,24-dinorcholan-22-al (115527-12-3) → benzoic acid (1R,3aR,4S,7aR)-7a-methyl-1-[(S)-1'-methylprop-2'-enyl]octahydro-inden-4-yl ester (952288-67-4)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; Inert atmosphere;

(20R)-des-A,B-8β-(benzoyloxy)-23,24-dinorcholan-22-al; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

DOI:10.1021/jm200743p

Reference yield: 86.0%

benzoic acid (1R,3aR,4S,7aR)-7a-methyl-1-[(S)-1'-methylprop-2'-enyl]octahydro-inden-4-yl ester (952288-67-4) → benzoic acid (1R,3aR,4S,7aR)-1-[(S)-1'-methylpropyl]-7a-methyl-octahydro-inden-4-yl ester (952288-68-5)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; at 20 ℃; for 20h;

upstream raw materials:

(20R)-des-A,B-8β-(benzoyloxy)-23,24-dinorcholan-22-al

Methyltriphenylphosphonium bromide

Downstream raw materials:

benzoic acid (1R,3aR,4S,7aR)-1-[(S)-1'-methylpropyl]-7a-methyl-octahydro-inden-4-yl ester

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