(2S,3aR,8aR)-2-Methyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid tribenzyl ester

Base Information

Chemical Name:(2S,3aR,8aR)-2-Methyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid tribenzyl ester
CAS No.:200716-94-5
Molecular Formula:C₃₅H₃₂N₂O₆
Molecular Weight:576.649
Hs Code.:

Synonyms:(2S,3aR,8aR)-2-Methyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid tribenzyl ester

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Chemical Property of (2S,3aR,8aR)-2-Methyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid tribenzyl ester

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Technology Process of (2S,3aR,8aR)-2-Methyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid tribenzyl ester

There total 4 articles about (2S,3aR,8aR)-2-Methyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid tribenzyl 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:

: 100-39-0
benzyl bromide

: 200716-94-5
(2S,3aR,8aR)-2-Methyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid tribenzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Cs₂CO₃ / dimethylformamide

2: CF₃COOH / 96 h / Ambient temperature

3: Na₂CO₃ / dioxane; H₂O / 0 °C

4: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 1 h, 2.) THF, a) -78 deg C, 1 h, b) from -78 deg C to RT, 2 h

With sodium carbonate; caesium carbonate; trifluoroacetic acid; lithium hexamethyldisilazane; In 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1002/(SICI)1099-1344(199712)39:12<1019::AID-JLCR43>3.0.CO;2-T

Reference yield:

: 69876-37-5
(S)-benzyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate

: 200716-94-5
(2S,3aR,8aR)-2-Methyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid tribenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: CF₃COOH / 96 h / Ambient temperature

2: Na₂CO₃ / dioxane; H₂O / 0 °C

3: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 1 h, 2.) THF, a) -78 deg C, 1 h, b) from -78 deg C to RT, 2 h

With sodium carbonate; trifluoroacetic acid; lithium hexamethyldisilazane; In 1,4-dioxane; water;
DOI:10.1002/(SICI)1099-1344(199712)39:12<1019::AID-JLCR43>3.0.CO;2-T

Reference yield:

: dibenzyl (2S,3aR,8aR)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indol-1,2 (2H)-dicarboxylate

: 200716-94-5
(2S,3aR,8aR)-2-Methyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid tribenzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: Na₂CO₃ / dioxane; H₂O / 0 °C

2: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 1 h, 2.) THF, a) -78 deg C, 1 h, b) from -78 deg C to RT, 2 h

With sodium carbonate; lithium hexamethyldisilazane; In 1,4-dioxane; water;
DOI:10.1002/(SICI)1099-1344(199712)39:12<1019::AID-JLCR43>3.0.CO;2-T