[5-acetyl-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid

Base Information

Chemical Name:[5-acetyl-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid
CAS No.:393508-94-6
Molecular Formula:C₂₃H₂₂ClNO₅S
Molecular Weight:459.95
Hs Code.:

Synonyms:[5-acetyl-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid

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Chemical Property of [5-acetyl-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid

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Technology Process of [5-acetyl-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid

There total 12 articles about [5-acetyl-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic 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: 99.0%

: 393509-13-2
methyl [5-acetyl-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetate

: 393508-94-6
[5-acetyl-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; methanol; at 60 ℃; for 0.25h;
DOI:10.1021/jm0603668

Reference yield:

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

: 393508-94-6
[5-acetyl-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 89 percent / dimethylformamide / 0.42 h / -50 - 0 °C

2.1: Ph₃As / Pd₂(dba)3 / dimethylformamide / 3 h / 80 °C

2.2: 66 percent / aq. HCl / dimethylformamide

3.1: 99 percent / aq. NaOH / tetrahydrofuran; methanol / 0.25 h / 60 °C

With sodium hydroxide; triphenyl-arsane; sodium hydride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 2.1: Stille cross-coupling;
DOI:10.1021/jm0603668

Reference yield:

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

: 393508-94-6
[5-acetyl-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid

Guidance literature:: Multi-step reaction with 8 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

7.1: Ph₃As / Pd₂(dba)3 / dimethylformamide / 3 h / 80 °C

7.2: 66 percent / aq. HCl / dimethylformamide

8.1: 99 percent / aq. NaOH / tetrahydrofuran; methanol / 0.25 h / 60 °C

With pyridine; palladium diacetate; sodium hydroxide; triphenyl-arsane; sodium hydride; acetic acid; pyridinium hydrobromide perbromide; N-ethyl-N,N-diisopropylamine; zinc; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; 7.1: Stille cross-coupling;
DOI:10.1021/jm0603668