2-benzenesulfonyl-6-methoxy-2,3,4,9-tetrahydro-1H-β-carboline

Base Information

• Chemical Name: 2-benzenesulfonyl-6-methoxy-2,3,4,9-tetrahydro-1H-β-carboline
• CAS No.: 497183-01-4
• Molecular Formula: C₁₈H₁₈N₂O₃S
• Molecular Weight: 342.419
• Mol file: 497183-01-4.mol

Synonyms:2-benzenesulfonyl-6-methoxy-2,3,4,9-tetrahydro-1H-β-carboline

Chemical Property of 2-benzenesulfonyl-6-methoxy-2,3,4,9-tetrahydro-1H-β-carboline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-benzenesulfonyl-6-methoxy-2,3,4,9-tetrahydro-1H-β-carboline

There total 2 articles about 2-benzenesulfonyl-6-methoxy-2,3,4,9-tetrahydro-1H-β-carboline 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: 92.0%

pinoline (20315-68-8) + benzenesulfonyl chloride (98-09-9) → 2-benzenesulfonyl-6-methoxy-2,3,4,9-tetrahydro-1H-β-carboline (497183-01-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/ol0271279

Reference yield:

2-(5-methoxyindol-3-yl)ethylamine (608-07-1) → 2-benzenesulfonyl-6-methoxy-2,3,4,9-tetrahydro-1H-β-carboline (497183-01-4)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / CH₂Cl₂ / 25 °C

2: 92 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

With triethylamine; trifluoroacetic acid; In dichloromethane; 1: Pictet-Spengler cyclization;

DOI:10.1021/ol0271279

Reference yield: 71.0%

2-benzenesulfonyl-6-methoxy-2,3,4,9-tetrahydro-1H-β-carboline (497183-01-4) → 2-benzenesulfonyl-7-methoxy-1,2,3,4-tetrahydro-pyrrolo[3,4-b]quinolin-9-one

Guidance literature:

With potassium superoxide; 18-crown-6 ether; In N,N-dimethyl-formamide; at 25 ℃; for 6h;

DOI:10.1021/ol0271279

upstream raw materials:

pinoline

benzenesulfonyl chloride

2-(5-methoxyindol-3-yl)ethylamine