(2S,3R)-1-(3-Chloro-4-cyano-2-methyl-phenylsulfamoyl)-3-hydroxy-2-methyl-pyrrolidine-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (2S,3R)-1-(3-Chloro-4-cyano-2-methyl-phenylsulfamoyl)-3-hydroxy-2-methyl-pyrrolidine-2-carboxylic acid methyl ester
• CAS No.: 863204-64-2
• Molecular Formula: C₁₅H₁₈ClN₃O₅S
• Molecular Weight: 387.844

Synonyms:(2S,3R)-1-(3-Chloro-4-cyano-2-methyl-phenylsulfamoyl)-3-hydroxy-2-methyl-pyrrolidine-2-carboxylic acid methyl ester

Chemical Property of (2S,3R)-1-(3-Chloro-4-cyano-2-methyl-phenylsulfamoyl)-3-hydroxy-2-methyl-pyrrolidine-2-carboxylic acid methyl ester

Chemical Property:

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Technology Process of (2S,3R)-1-(3-Chloro-4-cyano-2-methyl-phenylsulfamoyl)-3-hydroxy-2-methyl-pyrrolidine-2-carboxylic acid methyl ester

There total 2 articles about (2S,3R)-1-(3-Chloro-4-cyano-2-methyl-phenylsulfamoyl)-3-hydroxy-2-methyl-pyrrolidine-2-carboxylic 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:

C8H6SO2N2Cl2 + (2S,3R)-3-hydroxy-2-methyl-pyrrolidine-2-carboxylic acid methyl ester, trifluoroacetic acid salt → (2S,3R)-1-(3-Chloro-4-cyano-2-methyl-phenylsulfamoyl)-3-hydroxy-2-methyl-pyrrolidine-2-carboxylic acid methyl ester (863204-64-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃;

DOI:10.1016/j.bmcl.2007.06.007

Reference yield:

4-amino-2-chloro-3-methyl-benzonitrile (573768-09-9) → (2S,3R)-1-(3-Chloro-4-cyano-2-methyl-phenylsulfamoyl)-3-hydroxy-2-methyl-pyrrolidine-2-carboxylic acid methyl ester (863204-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorosulfonic acid; PCl₅ / CH₂Cl₂ / 0.5 h / Heating

2: diisopropylethylamine / CH₂Cl₂ / 0 °C

With chlorosulfonic acid; phosphorus pentachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/j.bmcl.2007.06.007

Reference yield:

(2S,3R)-1-(3-Chloro-4-cyano-2-methyl-phenylsulfamoyl)-3-hydroxy-2-methyl-pyrrolidine-2-carboxylic acid methyl ester (863204-64-2) → (2S,3R)-1-(3-Chloro-4-cyano-2-methyl-phenylsulfamoyl)-3-hydroxy-2-methyl-pyrrolidine-2-carboxylic acid (863204-67-5)

Guidance literature:

With sodium hydroxide; at 20 ℃;

DOI:10.1016/j.bmcl.2007.06.007

upstream raw materials:

4-amino-2-chloro-3-methyl-benzonitrile

Downstream raw materials:

(2S,3R)-1-(3-Chloro-4-cyano-2-methyl-phenylsulfamoyl)-3-hydroxy-2-methyl-pyrrolidine-2-carboxylic acid

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