methyl 3-[(Z)-2-bromo-3-{N-[(1S)-1-cyclohexylhept-2-ynyl]-N-(4-methylphenylsulfonyl)amino}prop-1-enyl]-1H-indole-1-carboxylate

Base Information

• Chemical Name: methyl 3-[(Z)-2-bromo-3-{N-[(1S)-1-cyclohexylhept-2-ynyl]-N-(4-methylphenylsulfonyl)amino}prop-1-enyl]-1H-indole-1-carboxylate
• CAS No.: 1342341-01-8
• Molecular Formula: C₃₃H₃₉BrN₂O₄S
• Molecular Weight: 639.654
• Mol file: 1342341-01-8.mol

Synonyms:

Chemical Property of methyl 3-[(Z)-2-bromo-3-{N-[(1S)-1-cyclohexylhept-2-ynyl]-N-(4-methylphenylsulfonyl)amino}prop-1-enyl]-1H-indole-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-[(Z)-2-bromo-3-{N-[(1S)-1-cyclohexylhept-2-ynyl]-N-(4-methylphenylsulfonyl)amino}prop-1-enyl]-1H-indole-1-carboxylate

There total 1 articles about methyl 3-[(Z)-2-bromo-3-{N-[(1S)-1-cyclohexylhept-2-ynyl]-N-(4-methylphenylsulfonyl)amino}prop-1-enyl]-1H-indole-1-carboxylate 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%

N-[(Z)-2-bromo-3-(1H-indol-3-yl)prop-2-enyl]-N-[(1R)-1-cyclohexylhept-2-ynyl]-4-methylbenzenesulfonamide (1342341-47-2) + methyl chloroformate (79-22-1) → methyl 3-[(Z)-2-bromo-3-{N-[(1S)-1-cyclohexylhept-2-ynyl]-N-(4-methylphenylsulfonyl)amino}prop-1-enyl]-1H-indole-1-carboxylate (1342341-01-8)

Guidance literature:

N-[(Z)-2-bromo-3-(1H-indol-3-yl)prop-2-enyl]-N-[(1R)-1-cyclohexylhept-2-ynyl]-4-methylbenzenesulfonamide; With sodium hydride; In tetrahydrofuran; mineral oil; Cooling;

methyl chloroformate; In tetrahydrofuran; mineral oil; for 0.5h; Cooling;

DOI:10.1055/s-0030-1260098

Reference yield: 67.0%

methyl 3-[(Z)-2-bromo-3-{N-[(1S)-1-cyclohexylhept-2-ynyl]-N-(4-methylphenylsulfonyl)amino}prop-1-enyl]-1H-indole-1-carboxylate (1342341-01-8) → N-[(Z)-2-bromo-3-(1H-indol-3-yl)prop-2-enyl]-N-[(1R)-1-cyclohexylhept-2-ynyl]-4-methylbenzenesulfonamide (1342341-47-2)

Guidance literature:

With palladium diacetate; caesium carbonate; In ethanol; for 1h; Reflux;

DOI:10.1055/s-0030-1260098

Reference yield:

methyl 3-[(Z)-2-bromo-3-{N-[(1S)-1-cyclohexylhept-2-ynyl]-N-(4-methylphenylsulfonyl)amino}prop-1-enyl]-1H-indole-1-carboxylate (1342341-01-8) → N-{(Z)-2-bromo-3-[1-(2,4,6-trimethylphenylsulfonyl)-1H-indol-3-yl]prop-2-enyl}-N-[(1R)-1-cyclohexylhept-2-ynyl]-4-methylbenzenesulfonamide (1342341-00-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: palladium diacetate; caesium carbonate / ethanol / 1 h / Reflux

2.1: sodium hydride / tetrahydrofuran; mineral oil / Cooling

2.2: 3 h / Cooling

With palladium diacetate; sodium hydride; caesium carbonate; In tetrahydrofuran; ethanol; mineral oil;

DOI:10.1055/s-0030-1260098

upstream raw materials:

N-[(Z)-2-bromo-3-(1H-indol-3-yl)prop-2-enyl]-N-[(1R)-1-cyclohexylhept-2-ynyl]-4-methylbenzenesulfonamide

methyl chloroformate

Downstream raw materials:

N-[(Z)-2-bromo-3-(1H-indol-3-yl)prop-2-enyl]-N-[(1R)-1-cyclohexylhept-2-ynyl]-4-methylbenzenesulfonamide

N-{(Z)-2-bromo-3-[1-(2,4,6-trimethylphenylsulfonyl)-1H-indol-3-yl]prop-2-enyl}-N-[(1R)-1-cyclohexylhept-2-ynyl]-4-methylbenzenesulfonamide

N-[(Z)-2-bromo-3-(1-methyl-1H-indol-3-yl)prop-2-enyl]-N-[(1R)-1-cyclohexylhept-2-ynyl]-4-methylbenzenesulfonamide

(3R)-4-butyl-3-cyclohexyl-2-(4-methylphenylsulfonyl)-5-(2,4,6-trimethylphenylsulfonyl)-1,2,3,5-tetrahydropyrrolo[3,4-b]carbazole