(2R,3aS,8aS)-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 2-allyl ester 1-benzyl ester

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Chemical Name:(2R,3aS,8aS)-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 2-allyl ester 1-benzyl ester
CAS No.:354117-19-4
Molecular Formula:C₃₀H₂₈N₂O₆
Molecular Weight:512.562
Hs Code.:

Synonyms:(2R,3aS,8aS)-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 2-allyl ester 1-benzyl ester

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Chemical Property of (2R,3aS,8aS)-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 2-allyl ester 1-benzyl ester

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Technology Process of (2R,3aS,8aS)-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 2-allyl ester 1-benzyl ester

There total 3 articles about (2R,3aS,8aS)-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 2-allyl ester 1-benzyl 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: 86.0%

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

: 354117-18-3
(2R,3aS,8aS)-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 2-allyl ester 1-benzyl ester

: 354117-19-4
(2R,3aS,8aS)-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 2-allyl ester 1-benzyl ester

Guidance literature:: With sodium carbonate; In 1,4-dioxane; at 20 ℃; for 16h;
DOI:10.1021/jm010825z

Reference yield:

: 346440-85-5
(R)-2-benzyloxycarbonylamino-3-(1H-indol-3-yl)propionic acid allyl ester

: 354117-19-4
(2R,3aS,8aS)-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 2-allyl ester 1-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / TFA / 3 h / 20 °C

2: 86 percent / aq. Na₂CO₃ / dioxane / 16 h / 20 °C

With sodium carbonate; trifluoroacetic acid; In 1,4-dioxane;
DOI:10.1021/jm010825z

Reference yield:

: 2279-15-4
N-(benzyloxycarbonyl)-D-tryptophan

: 354117-19-4
(2R,3aS,8aS)-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 2-allyl ester 1-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: N,N'-dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 0.17 h

1.2: 89 percent / CH₂Cl₂ / 0.5 h

2.1: 52 percent / TFA / 3 h / 20 °C

3.1: 86 percent / aq. Na₂CO₃ / dioxane / 16 h / 20 °C

With dmap; sodium carbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In 1,4-dioxane; dichloromethane;
DOI:10.1021/jm010825z