methyl ester (2S,3R,3aS,12bR)-1,2,3,3a,4,5,7,8-octahydro-10-benzyloxy-2-methyl-5-oxo-cyclopenta[2,3]pyrrolo[2,1-a]isoquinoline-3-carboxylic acid

Base Information

Chemical Name:methyl ester (2S,3R,3aS,12bR)-1,2,3,3a,4,5,7,8-octahydro-10-benzyloxy-2-methyl-5-oxo-cyclopenta[2,3]pyrrolo[2,1-a]isoquinoline-3-carboxylic acid
CAS No.:1415684-11-5
Molecular Formula:C₂₅H₂₇NO₄
Molecular Weight:405.494
Hs Code.:

Synonyms:methyl ester (2S,3R,3aS,12bR)-1,2,3,3a,4,5,7,8-octahydro-10-benzyloxy-2-methyl-5-oxo-cyclopenta[2,3]pyrrolo[2,1-a]isoquinoline-3-carboxylic acid

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Chemical Property of methyl ester (2S,3R,3aS,12bR)-1,2,3,3a,4,5,7,8-octahydro-10-benzyloxy-2-methyl-5-oxo-cyclopenta[2,3]pyrrolo[2,1-a]isoquinoline-3-carboxylic acid

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Technology Process of methyl ester (2S,3R,3aS,12bR)-1,2,3,3a,4,5,7,8-octahydro-10-benzyloxy-2-methyl-5-oxo-cyclopenta[2,3]pyrrolo[2,1-a]isoquinoline-3-carboxylic acid

There total 10 articles about methyl ester (2S,3R,3aS,12bR)-1,2,3,3a,4,5,7,8-octahydro-10-benzyloxy-2-methyl-5-oxo-cyclopenta[2,3]pyrrolo[2,1-a]isoquinoline-3-carboxylic acid 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: 85.0%

: 67-56-1
methanol

: 1415684-10-4
(2S,3R,3aS,12bR)-1,2,3,3a,4,5,7,8-octahydro-10-benzyloxy-2-methyl-5-oxo-cyclopenta[2,3]pyrrolo[2,1-a]isoquinoline-3-carboxylic acid

: 1415684-11-5
methyl ester (2S,3R,3aS,12bR)-1,2,3,3a,4,5,7,8-octahydro-10-benzyloxy-2-methyl-5-oxo-cyclopenta[2,3]pyrrolo[2,1-a]isoquinoline-3-carboxylic acid

Guidance literature:: With diazomethyl-trimethyl-silane; In diethyl ether; dichloromethane; for 0.5h;
DOI:10.1016/j.tet.2012.10.038

Reference yield: 85.0%

: 1415684-10-4
(2S,3R,3aS,12bR)-1,2,3,3a,4,5,7,8-octahydro-10-benzyloxy-2-methyl-5-oxo-cyclopenta[2,3]pyrrolo[2,1-a]isoquinoline-3-carboxylic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 1415684-11-5
methyl ester (2S,3R,3aS,12bR)-1,2,3,3a,4,5,7,8-octahydro-10-benzyloxy-2-methyl-5-oxo-cyclopenta[2,3]pyrrolo[2,1-a]isoquinoline-3-carboxylic acid

Guidance literature:: In methanol; diethyl ether; dichloromethane; for 0.5h;

Reference yield:

: 123000-45-3
[1S-(1β,2α,3β)]-(+)-3-methyl-2-(nitromethyl)-5-oxocyclopentan-1-ylacetic acid

: 1415684-11-5
methyl ester (2S,3R,3aS,12bR)-1,2,3,3a,4,5,7,8-octahydro-10-benzyloxy-2-methyl-5-oxo-cyclopenta[2,3]pyrrolo[2,1-a]isoquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / dichloromethane / 20 °C

2: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

3: sodium nitrite; acetic acid / N,N-dimethyl-formamide / 7 h / 50 °C

4: diazomethyl-trimethyl-silane / dichloromethane; diethyl ether / 0.5 h

With benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; sodium nitrite; diazomethyl-trimethyl-silane; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2012.10.038