3a-hydroxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Base Information

Chemical Name:3a-hydroxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester
CAS No.:777857-27-9
Molecular Formula:C₂₀H₂₀N₂O₅
Molecular Weight:368.389
Hs Code.:

3a-hydroxy-3,3a,8,8a-tetrahydro-2<i>H</i>-pyrrolo[2,3-<i>b</i>]indole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

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Chemical Property of 3a-hydroxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

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Technology Process of 3a-hydroxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

There total 8 articles about 3a-hydroxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 1-benzyl 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:

: 777857-25-7
3a-hydroxy-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1-benzyl ester 8-tert-butyl ester 2-methyl ester

: 777857-27-9
3a-hydroxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: With phosphoric acid; In dichloromethane;
DOI:10.1039/b410180d

Reference yield:

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

: 777857-27-9
3a-hydroxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 88 percent / aq. NaOH

2.1: 90 percent / SO₂Cl

3.1: 90 percent / NaOH; Bu₄NHSO₄ / CH₂Cl₂

4.1: 89 percent / PPTS; Na₂SO₄ / CH₂Cl₂

5.1: LiHMDS / tetrahydrofuran / 0.17 h / -10 °C

5.2: 100 percent / -78 - 20 °C

6.1: 85 percent / aq. meta-chloroperbenzoic acid; K₂CO₃ / CH₂Cl₂ / 0 - 25 °C

7.1: aq. H₃PO₄ / CH₂Cl₂

With sodium hydroxide; sulfuryl dichloride; phosphoric acid; tetra(n-butyl)ammonium hydrogensulfate; pyridinium p-toluenesulfonate; potassium carbonate; sodium sulfate; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b410180d

Reference yield:

: 130812-44-1
N_α-phenylmethoxycarbonyl-D-tryptophan methyl ester

: 777857-27-9
3a-hydroxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / NaOH; Bu₄NHSO₄ / CH₂Cl₂

2.1: 89 percent / PPTS; Na₂SO₄ / CH₂Cl₂

3.1: LiHMDS / tetrahydrofuran / 0.17 h / -10 °C

3.2: 100 percent / -78 - 20 °C

4.1: 85 percent / aq. meta-chloroperbenzoic acid; K₂CO₃ / CH₂Cl₂ / 0 - 25 °C

5.1: aq. H₃PO₄ / CH₂Cl₂

With sodium hydroxide; phosphoric acid; tetra(n-butyl)ammonium hydrogensulfate; pyridinium p-toluenesulfonate; potassium carbonate; sodium sulfate; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b410180d