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

Base Information

Chemical Name: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
CAS No.:777857-25-7
Molecular Formula:C₂₅H₂₈N₂O₇
Molecular Weight:468.507
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 7 articles about 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 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: 85.0%

: 777857-26-8
3a-phenylselanyl-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

: 777857-25-7
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

Guidance literature:: With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 25 ℃;
DOI:10.1039/b410180d

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 6 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

With sodium hydroxide; sulfuryl dichloride; 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

: 777857-25-7
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

Guidance literature:: Multi-step reaction with 4 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

With sodium hydroxide; 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