(5R,11aS)-4-chlorophenyl-5-(3,4-dimethoxyphenyl)-5,6,11,11a-tetrahydro-1H-imidazo[1',5':1,6]pyrido[3,4-b]indole-1,3(2H)-dione

Base Information

• Chemical Name: (5R,11aS)-4-chlorophenyl-5-(3,4-dimethoxyphenyl)-5,6,11,11a-tetrahydro-1H-imidazo[1',5':1,6]pyrido[3,4-b]indole-1,3(2H)-dione
• CAS No.: 1262427-60-0
• Molecular Formula: C₂₇H₂₂ClN₃O₄
• Molecular Weight: 487.942
• Mol file: 1262427-60-0.mol

Synonyms:

Chemical Property of (5R,11aS)-4-chlorophenyl-5-(3,4-dimethoxyphenyl)-5,6,11,11a-tetrahydro-1H-imidazo[1',5':1,6]pyrido[3,4-b]indole-1,3(2H)-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,11aS)-4-chlorophenyl-5-(3,4-dimethoxyphenyl)-5,6,11,11a-tetrahydro-1H-imidazo[1',5':1,6]pyrido[3,4-b]indole-1,3(2H)-dione

There total 3 articles about (5R,11aS)-4-chlorophenyl-5-(3,4-dimethoxyphenyl)-5,6,11,11a-tetrahydro-1H-imidazo[1',5':1,6]pyrido[3,4-b]indole-1,3(2H)-dione 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: 55.0%

methyl (1R,3S)-1-(3,4-dimethoxyphenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3- carboxylate (782478-88-0) + p-chlorphenylisocyanate (104-12-1) → (5R,11aS)-4-chlorophenyl-5-(3,4-dimethoxyphenyl)-5,6,11,11a-tetrahydro-1H-imidazo[1',5':1,6]pyrido[3,4-b]indole-1,3(2H)-dione (1262427-60-0)

Guidance literature:

In butanone; for 16h; Reflux; Inert atmosphere;

DOI:10.2174/157340610793563992

Reference yield:

L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) → (5R,11aS)-4-chlorophenyl-5-(3,4-dimethoxyphenyl)-5,6,11,11a-tetrahydro-1H-imidazo[1',5':1,6]pyrido[3,4-b]indole-1,3(2H)-dione (1262427-60-0)

Guidance literature:

Multi-step reaction with 3 steps

1: acetyl chloride

2: trifluoroacetic acid / dichloromethane / 96 h / 0 - 20 °C / Inert atmosphere

3: butanone / 16 h / Reflux; Inert atmosphere

With acetyl chloride; trifluoroacetic acid; In dichloromethane; butanone; 2: Pictet-Spengler cyclisation;

DOI:10.2174/157340610793563992

Reference yield:

L-tryptophan methyl ester (4299-70-1) → (5R,11aS)-4-chlorophenyl-5-(3,4-dimethoxyphenyl)-5,6,11,11a-tetrahydro-1H-imidazo[1',5':1,6]pyrido[3,4-b]indole-1,3(2H)-dione (1262427-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 96 h / 0 - 20 °C / Inert atmosphere

2: butanone / 16 h / Reflux; Inert atmosphere

With trifluoroacetic acid; In dichloromethane; butanone; 1: Pictet-Spengler cyclisation;

DOI:10.2174/157340610793563992

upstream raw materials:

methyl (1R,3S)-1-(3,4-dimethoxyphenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3- carboxylate

p-chlorphenylisocyanate

L-Tryptophan

L-tryptophan methyl ester