N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycylglycine

Base Information

Chemical Name:N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycylglycine
CAS No.:742106-30-5
Molecular Formula:C₂₁H₂₀ClN₃O₆S
Molecular Weight:477.925
Hs Code.:

Synonyms:N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycylglycine

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Chemical Property of N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycylglycine

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Technology Process of N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycylglycine

There total 8 articles about N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycylglycine 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: 97.0%

: 742106-27-0
N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycylglycine ethyl ester

: 742106-30-5
N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycylglycine

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 24h;
DOI:10.1021/jm031147e

Reference yield:

: 4792-67-0
5-chloro-indole-2-carboxylic acid ethyl ester

: 742106-30-5
N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycylglycine

Guidance literature:: Multi-step reaction with 7 steps

1: BF₃*Et₂O / CH₂Cl₂ / 4 h / 20 - 45 °C

2: MCPBA / CHCl₃ / 1 h / 20 °C

3: 94 percent / aq. LiOH / tetrahydrofuran / 24 h / 20 °C

4: 80 percent / benzotriazol-1-yloxytris(dimethylamino)phosphonium*PF₆; triethylamine / dimethylformamide / 72 h / 20 °C

5: 98 percent / aq. LiOH / tetrahydrofuran / 24 h / 20 °C

6: 84 percent / benzotriazol-1-yloxytris(dimethylamino)phosphonium*PF₆; triethylamine / dimethylformamide / 72 h / 20 °C

7: 97 percent / aq. LiOH / tetrahydrofuran / 24 h / 20 °C

With lithium hydroxide; boron trifluoride diethyl etherate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm031147e

Reference yield:

: 473258-21-8
1-(3,5-dimethylphenylthio)pyrrolidine-2,5-dione

: 742106-30-5
N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycylglycine

Guidance literature:: Multi-step reaction with 7 steps

1: BF₃*Et₂O / CH₂Cl₂ / 4 h / 20 - 45 °C

2: MCPBA / CHCl₃ / 1 h / 20 °C

3: 94 percent / aq. LiOH / tetrahydrofuran / 24 h / 20 °C

4: 80 percent / benzotriazol-1-yloxytris(dimethylamino)phosphonium*PF₆; triethylamine / dimethylformamide / 72 h / 20 °C

5: 98 percent / aq. LiOH / tetrahydrofuran / 24 h / 20 °C

6: 84 percent / benzotriazol-1-yloxytris(dimethylamino)phosphonium*PF₆; triethylamine / dimethylformamide / 72 h / 20 °C

7: 97 percent / aq. LiOH / tetrahydrofuran / 24 h / 20 °C

With lithium hydroxide; boron trifluoride diethyl etherate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm031147e