N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycyl-D,L-alanine ethyl ester

Base Information

Chemical Name:N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycyl-D,L-alanine ethyl ester
CAS No.:742106-29-2
Molecular Formula:C₂₄H₂₆ClN₃O₆S
Molecular Weight:520.006
Hs Code.:

Synonyms:N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycyl-D,L-alanine ethyl ester

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Chemical Property of N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycyl-D,L-alanine ethyl ester

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Technology Process of N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycyl-D,L-alanine ethyl ester

There total 7 articles about N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycyl-D,L-alanine ethyl 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: 84.0%

: 617-27-6
DL-alanine ethyl ester hydrochloride

: 742106-25-8
N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycine

: 742106-29-2
N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycyl-D,L-alanine ethyl ester

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 72h;
DOI:10.1021/jm031147e

Reference yield:

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

: 742106-29-2
N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycyl-D,L-alanine ethyl ester

Guidance literature:: Multi-step reaction with 6 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

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

: 742106-29-2
N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}glycyl-D,L-alanine ethyl ester

Guidance literature:: Multi-step reaction with 6 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

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