methyl (Z)-2-bromo-3-[N-(4-methylphenylsulfonyl)-1H-indol-3-yl]prop-2-enoate

Base Information

• Chemical Name: methyl (Z)-2-bromo-3-[N-(4-methylphenylsulfonyl)-1H-indol-3-yl]prop-2-enoate
• CAS No.: 1342341-45-0
• Molecular Formula: C₁₉H₁₆BrNO₄S
• Molecular Weight: 434.31

Synonyms:methyl (Z)-2-bromo-3-[N-(4-methylphenylsulfonyl)-1H-indol-3-yl]prop-2-enoate

Chemical Property of methyl (Z)-2-bromo-3-[N-(4-methylphenylsulfonyl)-1H-indol-3-yl]prop-2-enoate

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Technology Process of methyl (Z)-2-bromo-3-[N-(4-methylphenylsulfonyl)-1H-indol-3-yl]prop-2-enoate

There total 2 articles about methyl (Z)-2-bromo-3-[N-(4-methylphenylsulfonyl)-1H-indol-3-yl]prop-2-enoate 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: 91.0%

C12H10BrNO2 (1342341-44-9) + p-toluenesulfonyl chloride (98-59-9) → methyl (Z)-2-bromo-3-[N-(4-methylphenylsulfonyl)-1H-indol-3-yl]prop-2-enoate (1342341-45-0)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1.5h;

DOI:10.1055/s-0030-1260098

Reference yield:

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) → methyl (Z)-2-bromo-3-[N-(4-methylphenylsulfonyl)-1H-indol-3-yl]prop-2-enoate (1342341-45-0)

Guidance literature:

Multi-step reaction with 2 steps

1: chloroform / 12 h / 20 °C

2: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 0 °C

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; chloroform;

DOI:10.1055/s-0030-1260098

Reference yield: 100.0%

methyl (Z)-2-bromo-3-[N-(4-methylphenylsulfonyl)-1H-indol-3-yl]prop-2-enoate (1342341-45-0) → (Z)-2-bromo-3-[N-(4-methylphenylsulfonyl)-1H-indol-3-yl]prop-2-en-1-ol

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; for 0.333333h; Cooling;

DOI:10.1055/s-0030-1260098

upstream raw materials:

Indole-3-carboxaldehyde

C₁₂H₁₀BrNO₂

p-toluenesulfonyl chloride

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

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