(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

Base Information

Chemical Name:(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
CAS No.:1384258-97-2
Molecular Formula:C₄₁H₄₄N₂O₆
Molecular Weight:660.81
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 7 articles about (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 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:

: 928844-30-8
13-cyclohexyl-3-methoxy-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylic acid 10-(1,1-dimethylethyl) ester 6-methyl ester

: 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

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / dimethyl sulfoxide / 20 °C

1.2: 50 °C

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

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

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

4.2: -78 °C

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

Reference yield:

: C₃₁H₃₅NO₅

: 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

Guidance literature:: Multi-step reaction with 2 steps

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

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

2.2: -78 °C

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