(Z)-(R)-3-({2-Oxo-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethylcarbamoyl}-methyl)-hex-4-enoic acid methyl ester

Base Information

Chemical Name:(Z)-(R)-3-({2-Oxo-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethylcarbamoyl}-methyl)-hex-4-enoic acid methyl ester
CAS No.:169129-58-2
Molecular Formula:C₂₆H₂₈N₂O₆S
Molecular Weight:496.584
Hs Code.:

Synonyms:(Z)-(R)-3-({2-Oxo-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethylcarbamoyl}-methyl)-hex-4-enoic acid methyl ester

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Chemical Property of (Z)-(R)-3-({2-Oxo-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethylcarbamoyl}-methyl)-hex-4-enoic acid methyl ester

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Technology Process of (Z)-(R)-3-({2-Oxo-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethylcarbamoyl}-methyl)-hex-4-enoic acid methyl ester

There total 7 articles about (Z)-(R)-3-({2-Oxo-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethylcarbamoyl}-methyl)-hex-4-enoic acid methyl 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: 94.0%

: 98-59-9
p-toluenesulfonyl chloride

: 169129-57-1
(Z)-(R)-3-{[2-(1H-Indol-3-yl)-2-oxo-ethylcarbamoyl]-methyl}-hex-4-enoic acid methyl ester

: 169129-58-2
(Z)-(R)-3-({2-Oxo-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethylcarbamoyl}-methyl)-hex-4-enoic acid methyl ester

Guidance literature:: With triethylamine; In dichloromethane;
DOI:10.1021/ja00141a004

Reference yield:

: 41527-39-3
dimethyl (2E)-pent-2-enedioate

: 169129-58-2
(Z)-(R)-3-({2-Oxo-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethylcarbamoyl}-methyl)-hex-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) CuI, 2.) (TMS)Cl / 1.) THF, RT, 5 min, 2.) THF, from -78 deg C, to RT, 9 h

2: pig liver esterase

3: oxalyl chloride, DMF / CH₂Cl₂ / 0.33 h / Ambient temperature

4: Et₃N / tetrahydrofuran

5: 93 percent / 2,3-dichloro-5,6-dicyanobenzoquinone / tetrahydrofuran; H₂O

6: 94 percent / Et₃N / CH₂Cl₂

With copper(l) iodide; chloro-trimethyl-silane; oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ja00141a004

Reference yield:

: 1724-02-3
glutaconic acid

: 169129-58-2
(Z)-(R)-3-({2-Oxo-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethylcarbamoyl}-methyl)-hex-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / conc. H₂SO₄ / methanol / 16 h / Heating

2: 1.) CuI, 2.) (TMS)Cl / 1.) THF, RT, 5 min, 2.) THF, from -78 deg C, to RT, 9 h

3: pig liver esterase

4: oxalyl chloride, DMF / CH₂Cl₂ / 0.33 h / Ambient temperature

5: Et₃N / tetrahydrofuran

6: 93 percent / 2,3-dichloro-5,6-dicyanobenzoquinone / tetrahydrofuran; H₂O

7: 94 percent / Et₃N / CH₂Cl₂

With copper(l) iodide; chloro-trimethyl-silane; oxalyl dichloride; sulfuric acid; triethylamine; N,N-dimethyl-formamide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ja00141a004