(2S,3aR,8aS)-2,3,3a,8a-Tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-dibenzyl ester 2-methyl ester

Base Information

Chemical Name:(2S,3aR,8aS)-2,3,3a,8a-Tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-dibenzyl ester 2-methyl ester
CAS No.:169687-65-4
Molecular Formula:C₂₈H₂₆N₂O₆
Molecular Weight:486.524
Hs Code.:

Synonyms:(2S,3aR,8aS)-2,3,3a,8a-Tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-dibenzyl ester 2-methyl ester

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Chemical Property of (2S,3aR,8aS)-2,3,3a,8a-Tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-dibenzyl ester 2-methyl ester

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Technology Process of (2S,3aR,8aS)-2,3,3a,8a-Tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-dibenzyl ester 2-methyl ester

There total 5 articles about (2S,3aR,8aS)-2,3,3a,8a-Tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-dibenzyl ester 2-methyl 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: 74.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 169687-64-3
(2S,3aR,8aR)-3,3a,8,8a-Tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

: 169687-65-4
(2S,3aR,8aS)-2,3,3a,8a-Tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-dibenzyl ester 2-methyl ester

Guidance literature:: With sodium carbonate; In 1,4-dioxane; water;
DOI:10.1016/0957-4166(95)00130-H

Reference yield:

: 2717-76-2,130812-44-1,130812-46-3
(S)-N-benzyloxycarbonyl-L-tryptophan methyl ester

: 169687-65-4
(2S,3aR,8aS)-2,3,3a,8a-Tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-dibenzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / 96 h / Ambient temperature

2: Na₂CO₃ / dioxane; H₂O

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

Reference yield:

: 7432-21-5
N-carbobenzyloxy-L-tryptophane

: 169687-65-4
(2S,3aR,8aS)-2,3,3a,8a-Tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-dibenzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: KOH / diethyl ether; ethanol; H₂O; CH₂Cl₂

2: trifluoroacetic acid / 96 h / Ambient temperature

3: Na₂CO₃ / dioxane; H₂O

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