1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-chloromethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide

Base Information

• Chemical Name: 1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-chloromethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide
• CAS No.: 110314-44-8
• Molecular Formula: C₃₇H₃₀ClN₅O₃
• Molecular Weight: 628.13
• Mol file: 110314-44-8.mol

Synonyms:1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-chloromethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide

Chemical Property of 1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-chloromethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-chloromethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide

There total 4 articles about 1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-chloromethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide 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:

Methanesulfonic acid (S)-5-benzyloxy-3-{5-[(1H-indole-2-carbonyl)-amino]-1H-indole-2-carbonyl}-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-ylmethyl ester (108833-15-4) → 1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-chloromethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide (110314-44-8)

Guidance literature:

With lithium chloride; In N,N-dimethyl-formamide; at 80 - 100 ℃;

DOI:10.1021/ja00256a041

Reference yield:

((S)-5-Benzyloxy-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol (108833-14-3) → 1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-chloromethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide (110314-44-8)

Guidance literature:

Multi-step reaction with 3 steps

1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; sodium bis(2-methoxyethoxy)aluminium dihydride / 1.) THF-toluene, 85 deg C

2: pyridine

3: lithium chloride / N,N-dimethyl-formamide / 80 - 100 °C

With pyridine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium chloride; In N,N-dimethyl-formamide;

DOI:10.1021/ja00256a041

Reference yield:

5-[((1H-indol-2-yl)carbonyl)amino]-1H-indole-2-carboxylic acid (101134-91-2) → 1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-chloromethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide (110314-44-8)

Guidance literature:

Multi-step reaction with 3 steps

1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; sodium bis(2-methoxyethoxy)aluminium dihydride / 1.) THF-toluene, 85 deg C

2: pyridine

3: lithium chloride / N,N-dimethyl-formamide / 80 - 100 °C

With pyridine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium chloride; In N,N-dimethyl-formamide;

DOI:10.1021/ja00256a041

upstream raw materials:

Methanesulfonic acid (S)-5-benzyloxy-3-{5-[(1H-indole-2-carbonyl)-amino]-1H-indole-2-carbonyl}-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-ylmethyl ester

((S)-5-Benzyloxy-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol

5-[((1H-indol-2-yl)carbonyl)amino]-1H-indole-2-carboxylic acid

1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-hydroxymethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide

Downstream raw materials:

U-71,184