(E)-2-Cyano-3-phenyl-acrylic acid (1R,2R,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Base Information

• Chemical Name: (E)-2-Cyano-3-phenyl-acrylic acid (1R,2R,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester
• CAS No.: 132640-95-0
• Molecular Formula: C₃₂H₄₄N₂O₄S
• Molecular Weight: 552.778
• Mol file: 132640-95-0.mol

Synonyms:(E)-2-Cyano-3-phenyl-acrylic acid (1R,2R,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Chemical Property of (E)-2-Cyano-3-phenyl-acrylic acid (1R,2R,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-Cyano-3-phenyl-acrylic acid (1R,2R,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

There total 2 articles about (E)-2-Cyano-3-phenyl-acrylic acid (1R,2R,4S)-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: 89.0%

Cyano-acetic acid (1R,2R,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (132640-89-2) + benzaldehyde (100-52-7) → (E)-2-Cyano-3-phenyl-acrylic acid (1R,2R,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (132640-95-0)

Guidance literature:

With ammonium acetate; acetic acid; In benzene; Heating;

Reference yield:

N,N-Dicyclohexyl-C-((1R,2R,4S)-2-hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl)-methanesulfonamide (501445-38-1) → (E)-2-Cyano-3-phenyl-acrylic acid (1R,2R,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (132640-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / AgCN / toluene / 4 h / 80 °C

2: 89 percent / ammonium acetate, acetic acid / benzene / Heating

With ammonium acetate; silver cyanide; acetic acid; In toluene; benzene;

Reference yield:

(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (E)-2-cyanocinnamate (132640-95-0) → (2RS)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 3-phenyl-2-cyanopropanoate (188183-31-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 72h; under 760 Torr; Ambient temperature;

DOI:10.1016/S0957-4166(00)82343-5

upstream raw materials:

Cyano-acetic acid (1R,2R,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

benzaldehyde

N,N-Dicyclohexyl-C-((1R,2R,4S)-2-hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl)-methanesulfonamide

Downstream raw materials:

(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (S)-3-phenyl-2-isopropyl-2-cyanopropanoate

(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (R)-3-phenyl-2-isopropyl-2-cyanopropanoate

(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (R)-3-phenyl-2-propyl-2-cyanopropanoate

(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (S)-3-phenyl-2-propyl-2-cyanopropanoate