N-[(Z)-3-bromo-3-ethoxycarbonyl-1,1-dimethylprop-2-enyl]-4-methylphenylsulfonamide

Base Information

• Chemical Name: N-[(Z)-3-bromo-3-ethoxycarbonyl-1,1-dimethylprop-2-enyl]-4-methylphenylsulfonamide
• CAS No.: 942509-36-6
• Molecular Formula: C₁₅H₂₀BrNO₄S
• Molecular Weight: 390.298

Synonyms:N-[(Z)-3-bromo-3-ethoxycarbonyl-1,1-dimethylprop-2-enyl]-4-methylphenylsulfonamide

Chemical Property of N-[(Z)-3-bromo-3-ethoxycarbonyl-1,1-dimethylprop-2-enyl]-4-methylphenylsulfonamide

Chemical Property:

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Technology Process of N-[(Z)-3-bromo-3-ethoxycarbonyl-1,1-dimethylprop-2-enyl]-4-methylphenylsulfonamide

There total 2 articles about N-[(Z)-3-bromo-3-ethoxycarbonyl-1,1-dimethylprop-2-enyl]-4-methylphenylsulfonamide 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:

2-methyl-2-(tolyl-4-sulfonylamino)propionaldehyde (920756-65-6) + triethyl bromophosphonoacetate (23755-73-9) → N-[(Z)-3-bromo-3-ethoxycarbonyl-1,1-dimethylprop-2-enyl]-4-methylphenylsulfonamide (942509-36-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/jo0700528

Reference yield:

N-(1-hydroxy-2-methylpropan-2-yl)-4-methylbenzenesulfonamide (13380-11-5) → N-[(Z)-3-bromo-3-ethoxycarbonyl-1,1-dimethylprop-2-enyl]-4-methylphenylsulfonamide (942509-36-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N; SO₃*Py / dimethylsulfoxide / 2 h / 20 °C

2: 3.89 g / NaH / tetrahydrofuran / 2 h / 20 °C

With pyridine-SO₃ complex; sodium hydride; triethylamine; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1021/jo0700528

Reference yield: 100.0%

N-[(Z)-3-bromo-3-ethoxycarbonyl-1,1-dimethylprop-2-enyl]-4-methylphenylsulfonamide (942509-36-6) → N-[(Z)-3-bromo-4-hydroxy-1,1-dimethylbut-2-enyl]-4-methylphenylsulfonamide (942509-37-7)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 - 0 ℃; for 2h;

DOI:10.1021/jo0700528

upstream raw materials:

2-methyl-2-(tolyl-4-sulfonylamino)propionaldehyde

triethyl bromophosphonoacetate

N-(1-hydroxy-2-methylpropan-2-yl)-4-methylbenzenesulfonamide

Downstream raw materials:

N-[(Z)-3-bromo-4-hydroxy-1,1-dimethylbut-2-enyl]-4-methylphenylsulfonamide

C₁₄H₂₀BrNO₅S₂

N-(1,1-dimethylbuta-2,3-dienyl)-4-methylphenylsulfonamide

N-(1,1-dimethylbuta-2,3-dienyl)-4-methyl-N-[(E)-3-phenylprop-2-enyl]phenylsulfonamide

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