phenyl γ-(aminocarbonyl)benzenepropanesulfonate

Base Information

• Chemical Name: phenyl γ-(aminocarbonyl)benzenepropanesulfonate
• CAS No.: 133777-89-6
• Molecular Formula: C₁₆H₁₇NO₄S
• Molecular Weight: 319.381

Synonyms:phenyl γ-(aminocarbonyl)benzenepropanesulfonate

Chemical Property of phenyl γ-(aminocarbonyl)benzenepropanesulfonate

Chemical Property:

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Technology Process of phenyl γ-(aminocarbonyl)benzenepropanesulfonate

There total 2 articles about phenyl γ-(aminocarbonyl)benzenepropanesulfonate 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:

methyl α-<2-(phenoxysulfonyl)ethyl>benzeneacetate (133777-83-0) → phenyl γ-(aminocarbonyl)benzenepropanesulfonate (133777-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.24 g / 2 N NaOH / methanol / 10 min at 0 deg C then RT overnight

2: 1) Et₃N, isobutylchloroformate, 2) NH₄OH / 1) THF, -45 deg C, 10 min, 2) -55 deg C then -10 deg C to -15 deg C overnight

With ammonium hydroxide; sodium hydroxide; triethylamine; isobutyl chloroformate; In methanol;

DOI:10.1021/jo00011a020

Reference yield:

4-Phenoxysulfonyl-2-phenyl-butyric acid → phenyl γ-(aminocarbonyl)benzenepropanesulfonate (133777-89-6)

Guidance literature:

With ammonium hydroxide; triethylamine; isobutyl chloroformate; Yield given. Multistep reaction; 1) THF, -45 deg C, 10 min, 2) -55 deg C then -10 deg C to -15 deg C overnight;

DOI:10.1021/jo00011a020

Reference yield: 42.0%

phenyl γ-(aminocarbonyl)benzenepropanesulfonate (133777-89-6) → dihydro-4-phenyl-2H-1,2-thiazin-3(4H)-one 1,1-dioxide (133778-09-3)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; 0 deg C, 2 h then RT, 30 min;

DOI:10.1021/jo00011a020

upstream raw materials:

methyl α-<2-(phenoxysulfonyl)ethyl>benzeneacetate

Downstream raw materials:

dihydro-4-phenyl-2H-1,2-thiazin-3(4H)-one 1,1-dioxide

tetrahydro-4-phenyl-2H-1,2-thiazine 1,1-dioxide

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