(4bR,5aS)-tert-butyl 5a-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]-indole-9-carboxylate

Base Information

Chemical Name:(4bR,5aS)-tert-butyl 5a-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]-indole-9-carboxylate
CAS No.:1384258-96-1
Molecular Formula:C₄₁H₄₄N₂O₆
Molecular Weight:660.81
Hs Code.:

(4bR,5aS)-tert-butyl 5a-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]-indole-9-carboxylate

Synonyms:(4bR,5aS)-tert-butyl 5a-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]-indole-9-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4bR,5aS)-tert-butyl 5a-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]-indole-9-carboxylate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (4bR,5aS)-tert-butyl 5a-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]-indole-9-carboxylate

There total 6 articles about (4bR,5aS)-tert-butyl 5a-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]-indole-9-carboxylate 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%

: 1204417-44-6
C₃₁H₃₄ClNO₄

: 90719-32-7
(S)-4-Benzyl-2-oxazolidinone

: 1384258-97-2
(4bS,5aR)-tert-butyl 5a-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]indole-9-carboxylate

: 1384258-96-1
(4bR,5aS)-tert-butyl 5a-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]-indole-9-carboxylate

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 ℃;
DOI:10.1021/jm401396p

Reference yield:

: cycloprop[d]indolo[2,1-a][2]benzazepine-1a, 5(2H)-dicarboxylic acid, 8-cyclohexyl-1,12b-dihydro-11-methoxy-, 5-(1,1-dimethylethyl) 1a-methyl ester, (+/-)

: 1384258-96-1
(4bR,5aS)-tert-butyl 5a-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]-indole-9-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; lithium hydroxide / tetrahydrofuran; methanol / 20 °C

2.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 0 °C

3.1: n-butyllithium / tetrahydrofuran / -78 °C

3.2: -78 °C

With n-butyllithium; oxalyl dichloride; water; N,N-dimethyl-formamide; lithium hydroxide; In tetrahydrofuran; methanol;
DOI:10.1016/j.bmcl.2012.04.113

Reference yield:

: 958002-18-1
1H-indole-6-carboxylic acid, 3-cyclohexyl-2-(2-formyl-4-methoxyphenyl)-, 1,1-dimethylethyl ester

: 1384258-96-1
(4bR,5aS)-tert-butyl 5a-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]-indole-9-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 60 °C

2.1: sodium hydride / dimethyl sulfoxide / 20 °C

2.2: 50 °C

3.1: water; lithium hydroxide / tetrahydrofuran; methanol / 20 °C

4.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 0 °C

5.1: n-butyllithium / tetrahydrofuran / -78 °C

5.2: -78 °C

With n-butyllithium; oxalyl dichloride; water; sodium hydride; caesium carbonate; N,N-dimethyl-formamide; lithium hydroxide; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2012.04.113