(4bR,5aS)-9-(tert-butoxycarbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]indole-5a-carboxylic acid

Base Information

Chemical Name:(4bR,5aS)-9-(tert-butoxycarbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]indole-5a-carboxylic acid
CAS No.:1204417-51-5
Molecular Formula:C₃₁H₃₅NO₅
Molecular Weight:501.623
Hs Code.:

(4bR,5aS)-9-(tert-butoxycarbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]indole-5a-carboxylic acid

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Chemical Property of (4bR,5aS)-9-(tert-butoxycarbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]indole-5a-carboxylic acid

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Technology Process of (4bR,5aS)-9-(tert-butoxycarbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]indole-5a-carboxylic acid

There total 9 articles about (4bR,5aS)-9-(tert-butoxycarbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]indole-5a-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: 27.0%

: 1204417-51-5
(4bR,5aS)-9-(tert-butoxycarbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]indole-5a-carboxylic acid

Guidance literature:

Reference yield:

: 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

: 1204417-51-5
(4bR,5aS)-9-(tert-butoxycarbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]indole-5a-carboxylic acid

Guidance literature:: With methanol; sodium hydroxide; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/j.bmcl.2012.04.113

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

: 1204417-51-5
(4bR,5aS)-9-(tert-butoxycarbonyl)-12-cyclohexyl-3-methoxy-4b,5,5a,6-tetrahydrobenzo[3,4]cyclopropa[5,6]azepino[1,2-a]indole-5a-carboxylic acid

Guidance literature:: Multi-step reaction with 5 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

5.1: methanol; sodium hydroxide / tetrahydrofuran / 20 °C

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