methyl [5-bromo-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetate

Base Information

Chemical Name:methyl [5-bromo-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetate
CAS No.:393509-12-1
Molecular Formula:C₂₂H₂₁BrClNO₄S
Molecular Weight:510.836
Hs Code.:

Synonyms:methyl [5-bromo-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetate

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Chemical Property of methyl [5-bromo-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetate

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Technology Process of methyl [5-bromo-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetate

There total 10 articles about methyl [5-bromo-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetate 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: 89.0%

: 393509-11-0
methyl [5-bromo-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetate

: 622-95-7
4-chlorobenzyl bromide

: 393509-12-1
methyl [5-bromo-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetate

Guidance literature:: methyl [5-bromo-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetate; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h;

4-chlorobenzyl bromide; In N,N-dimethyl-formamide; at -50 - 0 ℃; for 0.416667h;
DOI:10.1021/jm0603668

Reference yield:

: [2-(2-iodo-4-methanesulfonyl-phenylimino)-cyclopentyl]-acetic acid ethyl ester

: 393509-12-1
methyl [5-bromo-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 63 g / i-Pr₂NEt; Pd(OAc)2 / dimethylformamide / 2 h / 120 °C

2.1: 100 percent / aq. NaOH / tetrahydrofuran; methanol / 0.25 h / 60 °C

3.1: pyridinium tribromide; pyridine / 0.75 h / -30 - 20 °C

4.1: 52 g / AcOH; Zn / 1 h / 20 °C

5.1: 100 percent / tetrahydrofuran; diethyl ether

6.1: NaH / dimethylformamide / 0.33 h / 0 °C

6.2: 89 percent / dimethylformamide / 0.42 h / -50 - 0 °C

With pyridine; palladium diacetate; sodium hydroxide; sodium hydride; acetic acid; pyridinium hydrobromide perbromide; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/jm0603668

Reference yield:

: 20826-94-2
ethyl (2-oxocyclopentyl)acetate

: 393509-12-1
methyl [5-bromo-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridinium p-toluenesulfonate; (EtO)4Si / dimethylformamide / 6 h / 130 - 140 °C

2.1: 63 g / i-Pr₂NEt; Pd(OAc)2 / dimethylformamide / 2 h / 120 °C

3.1: 100 percent / aq. NaOH / tetrahydrofuran; methanol / 0.25 h / 60 °C

4.1: pyridinium tribromide; pyridine / 0.75 h / -30 - 20 °C

5.1: 52 g / AcOH; Zn / 1 h / 20 °C

6.1: 100 percent / tetrahydrofuran; diethyl ether

7.1: NaH / dimethylformamide / 0.33 h / 0 °C

7.2: 89 percent / dimethylformamide / 0.42 h / -50 - 0 °C

With pyridine; palladium diacetate; sodium hydroxide; tetraethoxy orthosilicate; pyridinium p-toluenesulfonate; sodium hydride; acetic acid; pyridinium hydrobromide perbromide; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/jm0603668