6-[(6-carbamoyl-5-hydroxy-4-methoxy-3,6,7,8-tetrahydropyrrolo[3,2-e]indol-2-yl)carbonyl]-5-hydroxy-4-methoxy-3,6,7,8-tetrahydropyrrolo[3,2-e]indole-2-carboxylic acid

Base Information

• Chemical Name: 6-[(6-carbamoyl-5-hydroxy-4-methoxy-3,6,7,8-tetrahydropyrrolo[3,2-e]indol-2-yl)carbonyl]-5-hydroxy-4-methoxy-3,6,7,8-tetrahydropyrrolo[3,2-e]indole-2-carboxylic acid
• CAS No.: 98296-23-2
• Molecular Formula: C25H23N5O8
• Molecular Weight: 521.486
• Mol file: 98296-23-2.mol

Synonyms:

Chemical Property of 6-[(6-carbamoyl-5-hydroxy-4-methoxy-3,6,7,8-tetrahydropyrrolo[3,2-e]indol-2-yl)carbonyl]-5-hydroxy-4-methoxy-3,6,7,8-tetrahydropyrrolo[3,2-e]indole-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 945.2°C at 760 mmHg
• Flash Point: 525.4°C
• Density: 1.696g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-[(6-carbamoyl-5-hydroxy-4-methoxy-3,6,7,8-tetrahydropyrrolo[3,2-e]indol-2-yl)carbonyl]-5-hydroxy-4-methoxy-3,6,7,8-tetrahydropyrrolo[3,2-e]indole-2-carboxylic acid

There total 7 articles about 6-[(6-carbamoyl-5-hydroxy-4-methoxy-3,6,7,8-tetrahydropyrrolo[3,2-e]indol-2-yl)carbonyl]-5-hydroxy-4-methoxy-3,6,7,8-tetrahydropyrrolo[3,2-e]indole-2-carboxylic acid 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: 100.0%

benzyl 4-benzyloxy-3-<(4-benzyloxy-3-carbamoyl-1,2,3,6-tetrahydro-5-methoxypyrrolo<3,2-e>indol-7-yl)carbonyl>-1,2,3,6-tetrahydro-5-methoxypyrrolo<3,2-e>indole-7-carboxylate (113457-87-7) → 6-(6-Carbamoyl-5-hydroxy-4-methoxy-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carbonyl)-5-hydroxy-4-methoxy-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carboxylic acid (98296-23-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In N,N-dimethyl-formamide; for 3.5h; under 3102.9 Torr; Ambient temperature;

Reference yield: 84.0%

PDE I dimer methyl ester (107890-45-9) → 6-(6-Carbamoyl-5-hydroxy-4-methoxy-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carbonyl)-5-hydroxy-4-methoxy-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carboxylic acid (98296-23-2)

Guidance literature:

With lithium hydroxide; sodium dithionite; In tetrahydrofuran; methanol; water; at 45 ℃; for 10h;

DOI:10.1021/ja00222a043

Reference yield:

4-benzyloxy-3,6-dihydro-5-methoxypyrrolo<3,2-e>indole-7-carboxylic acid (113457-84-4) → 6-(6-Carbamoyl-5-hydroxy-4-methoxy-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carbonyl)-5-hydroxy-4-methoxy-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carboxylic acid (98296-23-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 73 percent / CMC / CH₂Cl₂; dimethylformamide / Ambient temperature

2: 74 percent / sodium cyanoborohydride / acetic acid / 1 h / Ambient temperature

3: 71 percent / 1,2-dichloro-ethane / Ambient temperature

4: 100 percent / hydrogen / palladium-carbon / dimethylformamide / 3.5 h / 3102.9 Torr / Ambient temperature

With hydrogen; sodium cyanoborohydride; palladium on activated charcoal; In dichloromethane; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

upstream raw materials:

benzyl 4-benzyloxy-3-<(4-benzyloxy-3-carbamoyl-1,2,3,6-tetrahydro-5-methoxypyrrolo<3,2-e>indol-7-yl)carbonyl>-1,2,3,6-tetrahydro-5-methoxypyrrolo<3,2-e>indole-7-carboxylate

PDE I dimer methyl ester

4-benzyloxy-3,6-dihydro-5-methoxypyrrolo<3,2-e>indole-7-carboxylic acid

methyl 4-benzyloxy-3,6-dihydro-5-methoxypyrrolo<3,2-e>indole-7-carboxylate

Downstream raw materials:

CC-1065