(-)-dimethyl (2S,3aS,8aR)-8-(4-methoxybenzenesulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate

Base Information

Chemical Name:(-)-dimethyl (2S,3aS,8aR)-8-(4-methoxybenzenesulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate
CAS No.:162302-18-3
Molecular Formula:C₂₁H₂₂N₂O₇S
Molecular Weight:446.481
Hs Code.:

Synonyms:(-)-dimethyl (2S,3aS,8aR)-8-(4-methoxybenzenesulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate

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Chemical Property of (-)-dimethyl (2S,3aS,8aR)-8-(4-methoxybenzenesulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate

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Technology Process of (-)-dimethyl (2S,3aS,8aR)-8-(4-methoxybenzenesulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate

There total 2 articles about (-)-dimethyl (2S,3aS,8aR)-8-(4-methoxybenzenesulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate 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: 74.0%

: 245756-00-7
8-(4-methoxy-benzenesulfonyl)-3a-phenylselanyl-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid dimethyl ester

: 162302-18-3
(-)-dimethyl (2S,3aS,8aR)-8-(4-methoxybenzenesulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate

Guidance literature:: With 2,2'-azobis(isobutyronitrile); diphenyl diselenide; tri-n-butyl-tin hydride; In toluene; for 12h; Heating;
DOI:10.1021/jo991093+

Reference yield:

: 3-[1-(4-methoxy-benzenesulfonyl)-1H-indol-3-yl]-2-methoxycarbonylamino-propionic acid methyl ester

: 162302-18-3
(-)-dimethyl (2S,3aS,8aR)-8-(4-methoxybenzenesulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid; sodium sulfate / dichloromethane / 20 °C

2: 2,2'-azobis(isobutyronitrile); diphenyl diselenide; tri-n-butyl-tin hydride / toluene / 12 h / Heating

With 2,2'-azobis(isobutyronitrile); diphenyl diselenide; tri-n-butyl-tin hydride; toluene-4-sulfonic acid; sodium sulfate; In dichloromethane; toluene; 1: Cyclization / 2: Reduction;
DOI:10.1021/jo991093+

Reference yield:

: 162302-18-3
(-)-dimethyl (2S,3aS,8aR)-8-(4-methoxybenzenesulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate

: 74-88-4
methyl iodide

: (-)-dimethyl (2R,3aR,8aS)-8-(4-methoxybenzenesulfonyl)-2-methyl-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate

Guidance literature:: With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -78 deg C, 20 min, 2.) THF, room temperature;
DOI:10.1016/0040-4020(95)00001-O