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

Base Information

Chemical Name:(Z)-(R)-3-({2-Oxo-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethylcarbamoyl}-methyl)-hex-4-enoic acid
CAS No.:169129-59-3
Molecular Formula:C₂₅H₂₆N₂O₆S
Molecular Weight:482.557
Hs Code.:

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

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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

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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

There total 8 articles about (Z)-(R)-3-({2-Oxo-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethylcarbamoyl}-methyl)-hex-4-enoic 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: 84.0%

: 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

: 169129-59-3
(Z)-(R)-3-({2-Oxo-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethylcarbamoyl}-methyl)-hex-4-enoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran;
DOI:10.1021/ja00141a004

Reference yield:

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

: 169129-59-3
(Z)-(R)-3-({2-Oxo-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethylcarbamoyl}-methyl)-hex-4-enoic acid

Guidance literature:: Multi-step reaction with 7 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

7: 84 percent / aq. LiOH*H₂O / tetrahydrofuran

With lithium hydroxide; 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

: 169129-59-3
(Z)-(R)-3-({2-Oxo-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethylcarbamoyl}-methyl)-hex-4-enoic acid

Guidance literature:: Multi-step reaction with 8 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

8: 84 percent / aq. LiOH*H₂O / tetrahydrofuran

With lithium hydroxide; 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