carbonic acid methyl ester 1-[1-(toluene-4-sulfonyl)-1H-indol-3-ylethynyl]-cyclopentyl ester

Base Information

Chemical Name:carbonic acid methyl ester 1-[1-(toluene-4-sulfonyl)-1H-indol-3-ylethynyl]-cyclopentyl ester
CAS No.:952527-76-3
Molecular Formula:C₂₄H₂₃NO₅S
Molecular Weight:437.516
Hs Code.:

Synonyms:carbonic acid methyl ester 1-[1-(toluene-4-sulfonyl)-1H-indol-3-ylethynyl]-cyclopentyl ester

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Chemical Property of carbonic acid methyl ester 1-[1-(toluene-4-sulfonyl)-1H-indol-3-ylethynyl]-cyclopentyl ester

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Technology Process of carbonic acid methyl ester 1-[1-(toluene-4-sulfonyl)-1H-indol-3-ylethynyl]-cyclopentyl ester

There total 5 articles about carbonic acid methyl ester 1-[1-(toluene-4-sulfonyl)-1H-indol-3-ylethynyl]-cyclopentyl ester 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%

: 79-22-1
methyl chloroformate

: 120-92-3
cyclopentanone

: 765914-04-3
3-ethynyl-1-(toluene-4-sulfonyl)-1H-indole

: 952527-76-3
carbonic acid methyl ester 1-[1-(toluene-4-sulfonyl)-1H-indol-3-ylethynyl]-cyclopentyl ester

Guidance literature:: 3-ethynyl-1-(toluene-4-sulfonyl)-1H-indole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;

cyclopentanone; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

methyl chloroformate; In tetrahydrofuran; hexane; at 0 ℃; for 2h; Further stages.;
DOI:10.1021/ol7018086

Reference yield:

: 120-72-9
indole

: 952527-76-3
carbonic acid methyl ester 1-[1-(toluene-4-sulfonyl)-1H-indol-3-ylethynyl]-cyclopentyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: I₂; KOH / dimethylformamide / 2 h / 25 °C

2.1: 86 percent / NaOH / benzene / 2 h / 25 °C

3.1: 18.4 g / Et₃N; PPh₃; CuI / Pd(OAc)2 / 16 h / 80 °C

4.1: 12.12 g / TBAF / tetrahydrofuran / 0.08 h / 20 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

5.2: tetrahydrofuran; hexane / 2 h / -78 °C

5.3: 66 percent / tetrahydrofuran; hexane / 2 h / 0 °C

With potassium hydroxide; sodium hydroxide; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; iodine; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol7018086

Reference yield:

: 26340-47-6
3-Iodo-1H-indole

: 952527-76-3
carbonic acid methyl ester 1-[1-(toluene-4-sulfonyl)-1H-indol-3-ylethynyl]-cyclopentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / NaOH / benzene / 2 h / 25 °C

2.1: 18.4 g / Et₃N; PPh₃; CuI / Pd(OAc)2 / 16 h / 80 °C

3.1: 12.12 g / TBAF / tetrahydrofuran / 0.08 h / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

4.2: tetrahydrofuran; hexane / 2 h / -78 °C

4.3: 66 percent / tetrahydrofuran; hexane / 2 h / 0 °C

With sodium hydroxide; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; hexane; benzene;
DOI:10.1021/ol7018086