benzyl 3-((1S)-1-(1,3-benzodioxol-5-yl)-2-{[(2-methoxy-4-methylphenyl)sulfonyl]amino}-2-oxoethyl)-1-methyl-1H-indole-6-carboxylate

Base Information

Chemical Name:benzyl 3-((1S)-1-(1,3-benzodioxol-5-yl)-2-{[(2-methoxy-4-methylphenyl)sulfonyl]amino}-2-oxoethyl)-1-methyl-1H-indole-6-carboxylate
CAS No.:223438-61-7
Molecular Formula:C₃₄H₃₀N₂O₈S
Molecular Weight:626.687
Hs Code.:

Synonyms:benzyl 3-((1S)-1-(1,3-benzodioxol-5-yl)-2-{[(2-methoxy-4-methylphenyl)sulfonyl]amino}-2-oxoethyl)-1-methyl-1H-indole-6-carboxylate

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Chemical Property of benzyl 3-((1S)-1-(1,3-benzodioxol-5-yl)-2-{[(2-methoxy-4-methylphenyl)sulfonyl]amino}-2-oxoethyl)-1-methyl-1H-indole-6-carboxylate

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Technology Process of benzyl 3-((1S)-1-(1,3-benzodioxol-5-yl)-2-{[(2-methoxy-4-methylphenyl)sulfonyl]amino}-2-oxoethyl)-1-methyl-1H-indole-6-carboxylate

There total 8 articles about benzyl 3-((1S)-1-(1,3-benzodioxol-5-yl)-2-{[(2-methoxy-4-methylphenyl)sulfonyl]amino}-2-oxoethyl)-1-methyl-1H-indole-6-carboxylate 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:

: 370104-34-0
(2S)-1,3-benzodioxol-5-yl{6-[(benzyloxy)carbonyl]-1-methyl-1H-indol-3-yl}ethanoic acid

: 223438-61-7
benzyl 3-((1S)-1-(1,3-benzodioxol-5-yl)-2-{[(2-methoxy-4-methylphenyl)sulfonyl]amino}-2-oxoethyl)-1-methyl-1H-indole-6-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: EDCI / CH₂Cl₂ / 1.5 h

2.1: 1.78 g / NH₄OH / H₂O; CH₂Cl₂ / 0.17 h / 0 °C

3.1: NaHMDS / tetrahydrofuran / -60 °C

3.2: 55 percent / tetrahydrofuran / 0.5 h / -40 °C

With ammonium hydroxide; sodium hexamethyldisilazane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/S0957-4166(01)00259-2

Reference yield:

: 1670-82-2,261352-47-0
Indole-6-carboxylic acid

: 223438-61-7
benzyl 3-((1S)-1-(1,3-benzodioxol-5-yl)-2-{[(2-methoxy-4-methylphenyl)sulfonyl]amino}-2-oxoethyl)-1-methyl-1H-indole-6-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1,1'-carbonyldiimidazole; dmap / dichloromethane / 12 h / 20 °C

2.1: potassium tert-butylate / tetrahydrofuran / 14 h / 0 °C

3.1: N,N-dimethyl-formamide / 4 h / 90 °C

4.1: ethyl acetate

5.1: hydrogenchloride; (R)-1-phenyl-ethyl-amine / water; ethyl acetate

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / dichloromethane / 1.5 h / 0 °C

6.2: 0.17 h / 0 °C

7.1: sodium hexamethyldisilazane / tetrahydrofuran / -60 - -40 °C

7.2: 0.5 h / -40 °C

With hydrogenchloride; dmap; 1-hydroxy-7-aza-benzotriazole; (R)-1-phenyl-ethyl-amine; potassium tert-butylate; sodium hexamethyldisilazane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,1'-carbonyldiimidazole; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/op050102f

Reference yield:

: 223438-52-6
benzyl 1H-indole-6-carboxylate

: 223438-61-7
benzyl 3-((1S)-1-(1,3-benzodioxol-5-yl)-2-{[(2-methoxy-4-methylphenyl)sulfonyl]amino}-2-oxoethyl)-1-methyl-1H-indole-6-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium tert-butylate / tetrahydrofuran / 14 h / 0 °C

2.1: N,N-dimethyl-formamide / 4 h / 90 °C

3.1: ethyl acetate

4.1: hydrogenchloride; (R)-1-phenyl-ethyl-amine / water; ethyl acetate

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / dichloromethane / 1.5 h / 0 °C

5.2: 0.17 h / 0 °C

6.1: sodium hexamethyldisilazane / tetrahydrofuran / -60 - -40 °C

6.2: 0.5 h / -40 °C

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; (R)-1-phenyl-ethyl-amine; potassium tert-butylate; sodium hexamethyldisilazane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/op050102f