2-Chloro-acrylic acid (1S,2R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Base Information

• Chemical Name: 2-Chloro-acrylic acid (1S,2R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester
• CAS No.: 141936-57-4
• Molecular Formula: C₂₅H₄₀ClNO₄S
• Molecular Weight: 486.116

Synonyms:2-Chloro-acrylic acid (1S,2R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Chemical Property of 2-Chloro-acrylic acid (1S,2R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

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Technology Process of 2-Chloro-acrylic acid (1S,2R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

There total 2 articles about 2-Chloro-acrylic acid (1S,2R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl 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%

2,3-Dichloro-propionic acid (1S,2R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (141936-52-9) → 2-Chloro-acrylic acid (1S,2R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (141936-57-4)

Guidance literature:

With 2,3-Dimethylaniline; at 100 ℃; for 120h;

DOI:10.1080/00397919208021107

Reference yield:

(-)-10-dicyclohexylsulfamoyl-D-isoborneol (96303-88-7,99295-72-4) → 2-Chloro-acrylic acid (1S,2R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (141936-57-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / AgCN / toluene / 72 h / 100 °C

2: 86 percent / dimethylaniline / 120 h / 100 °C

With silver cyanide; 2,3-Dimethylaniline; In toluene;

DOI:10.1080/00397919208021107

Reference yield: 65.0%

phenylmagnesium bromide + 2-Chloro-acrylic acid (1S,2R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (141936-57-4) → 2-Chloro-3-phenyl-propionic acid (1S,2R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (141936-62-1,141936-63-2)

Guidance literature:

With copper(l) iodide; In diethyl ether; at 0 ℃; for 2h;

DOI:10.1080/00397919208021107

upstream raw materials:

2,3-Dichloro-propionic acid (1S,2R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

(-)-10-dicyclohexylsulfamoyl-D-isoborneol

Downstream raw materials:

2-Chloro-3-phenyl-propionic acid (1S,2R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

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