1-<(4-methylphenyl)sulfonyl>-3-<(N,N-dimethylthiocarbamyl)methyl>indole-2-acetic acid, methyl ester

Base Information

• Chemical Name: 1-<(4-methylphenyl)sulfonyl>-3-<(N,N-dimethylthiocarbamyl)methyl>indole-2-acetic acid, methyl ester
• CAS No.: 99619-30-4
• Molecular Formula: C₂₂H₂₄N₂O₄S₂
• Molecular Weight: 444.576
• Mol file: 99619-30-4.mol

Synonyms:1-<(4-methylphenyl)sulfonyl>-3-<(N,N-dimethylthiocarbamyl)methyl>indole-2-acetic acid, methyl ester

Chemical Property of 1-<(4-methylphenyl)sulfonyl>-3-<(N,N-dimethylthiocarbamyl)methyl>indole-2-acetic acid, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<(4-methylphenyl)sulfonyl>-3-<(N,N-dimethylthiocarbamyl)methyl>indole-2-acetic acid, methyl ester

There total 2 articles about 1-<(4-methylphenyl)sulfonyl>-3-<(N,N-dimethylthiocarbamyl)methyl>indole-2-acetic acid, 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: 72.0%

1-<(4-methylphenyl)sulfonyl>-3-<(N,N-dimethylcarbamyl)methyl>indole-2-acetic acid, methyl ester (67593-15-1) → 1-<(4-methylphenyl)sulfonyl>-3-<(N,N-dimethylthiocarbamyl)methyl>indole-2-acetic acid, methyl ester (99619-30-4)

Guidance literature:

With tetraphosphorus decasulfide; In tetrahydrofuran; for 6h; Irradiation; ultrasonic irradiation;

DOI:10.1021/jo00352a001

Reference yield:

1-tosyl-N,N-dimethyl-3-indoleglycolamide (67593-10-6) → 1-<(4-methylphenyl)sulfonyl>-3-<(N,N-dimethylthiocarbamyl)methyl>indole-2-acetic acid, methyl ester (99619-30-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / 2,4,6-trimethylbenzoic acid / 1.) 110 - 125 deg C, 10 min, 2.) 130 - 140 deg C, 10 min, 3.) 210 deg C, 3 h

2: 72 percent / P₄S₁₀ / tetrahydrofuran / 6 h / Irradiation; ultrasonic irradiation

With tetraphosphorus decasulfide; mesitylenecarboxylic acid; In tetrahydrofuran;

DOI:10.1021/jo00352a001

Reference yield:

1-<(4-methylphenyl)sulfonyl>-3-<(N,N-dimethylthiocarbamyl)methyl>indole-2-acetic acid, methyl ester (99619-30-4) → 1-<(4-methylphenyl)sulfonyl>-3-(2-hydroxyethyl)indole-2-acetic acid, methyl ester (99619-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) 2 N HCl / 1.) CH₂Cl₂, 0 - 20 deg C, 30 min, 2.) water, THF, 23 h

2: 95 percent / NaBH₄ / methanol / 0.5 h

With hydrogenchloride; sodium tetrahydroborate; In methanol;

DOI:10.1021/jo00352a001

upstream raw materials:

1-<(4-methylphenyl)sulfonyl>-3-<(N,N-dimethylcarbamyl)methyl>indole-2-acetic acid, methyl ester

1-tosyl-N,N-dimethyl-3-indoleglycolamide

Downstream raw materials:

1-<(4-methylphenyl)sulfonyl>-3-(2-hydroxyethyl)indole-2-acetic acid, methyl ester

1-<(4-methylphenyl)sulfonyl>-3-<2-((tert-butyldimethylsilyl)oxy)ethyl>indole-2-acetic acid, methyl ester