(S)-2-(4-Chlorocarbonyl-benzenesulfonylamino)-3-methyl-butyric acid methyl ester

Base Information

• Chemical Name: (S)-2-(4-Chlorocarbonyl-benzenesulfonylamino)-3-methyl-butyric acid methyl ester
• CAS No.: 685508-66-1
• Molecular Formula: C₁₃H₁₆ClNO₅S
• Molecular Weight: 333.793

Synonyms:(S)-2-(4-Chlorocarbonyl-benzenesulfonylamino)-3-methyl-butyric acid methyl ester

Chemical Property of (S)-2-(4-Chlorocarbonyl-benzenesulfonylamino)-3-methyl-butyric acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (S)-2-(4-Chlorocarbonyl-benzenesulfonylamino)-3-methyl-butyric acid methyl ester

There total 2 articles about (S)-2-(4-Chlorocarbonyl-benzenesulfonylamino)-3-methyl-butyric 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: 86.0%

4-((S)-1-Methoxycarbonyl-2-methyl-propylsulfamoyl)-benzoic acid (685508-64-9) → (S)-2-(4-Chlorocarbonyl-benzenesulfonylamino)-3-methyl-butyric acid methyl ester (685508-66-1)

Guidance literature:

With thionyl chloride; In dichloromethane; for 2h; Heating;

DOI:10.1016/j.bmcl.2003.12.076

Reference yield:

L-Valine methyl ester (4070-48-8) → (S)-2-(4-Chlorocarbonyl-benzenesulfonylamino)-3-methyl-butyric acid methyl ester (685508-66-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / aq. NaHCO₃ / 3 h / 20 °C

2: 86 percent / thionyl chloride / CH₂Cl₂ / 2 h / Heating

With thionyl chloride; sodium hydrogencarbonate; In dichloromethane;

DOI:10.1016/j.bmcl.2003.12.076

Reference yield: 90.0%

2-amino-4'-methoxyacetophenone hydrochloride (3883-94-1) + (S)-2-(4-Chlorocarbonyl-benzenesulfonylamino)-3-methyl-butyric acid methyl ester (685508-66-1) → (S)-2-{4-[2-(4-Methoxy-phenyl)-2-oxo-ethylcarbamoyl]-benzenesulfonylamino}-3-methyl-butyric acid methyl ester (685508-74-1)

Guidance literature:

With sodium hydrogencarbonate; In toluene; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2003.12.076

upstream raw materials:

4-((S)-1-Methoxycarbonyl-2-methyl-propylsulfamoyl)-benzoic acid

L-Valine methyl ester

Downstream raw materials:

(S)-2-{4-[2-(4-Methoxy-phenyl)-2-oxo-ethylcarbamoyl]-benzenesulfonylamino}-3-methyl-butyric acid methyl ester

(S)-2-(4-Carbamoyl-benzenesulfonylamino)-3-methyl-butyric acid methyl ester

(S)-3-Methyl-2-(4-thiocarbamoyl-benzenesulfonylamino)-butyric acid methyl ester

(S)-2-{4-[4-(4-Methoxy-phenyl)-thiazol-2-yl]-benzenesulfonylamino}-3-methyl-butyric acid methyl ester

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