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

Base Information

Chemical Name:methyl [5-acetyl-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetate
CAS No.:393509-13-2
Molecular Formula:C₂₄H₂₄ClNO₅S
Molecular Weight:473.977
Hs Code.:

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

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

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

There total 11 articles about methyl [5-acetyl-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: 66.0%

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

: 97674-02-7
tributyl(1-ethoxyvinyl)stannane

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

Guidance literature:: methyl [5-bromo-4-(4-chlorobenzyl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetate; tributyl(1-ethoxyvinyl)stannane; With triphenyl-arsane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 3h;

With hydrogenchloride; In N,N-dimethyl-formamide;
DOI:10.1021/jm0603668

Reference yield:

Ph₃As: Ph₃As

: 97674-02-7
tributyl(1-ethoxyvinyl)stannane

: bromo-indole

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

Guidance literature:: With hydrogenchloride; In tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N-dimethyl-formamide; toluene;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

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