(R)-2-Benzyl-2-cyano-4-methyl-pent-4-enoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Base Information

• Chemical Name: (R)-2-Benzyl-2-cyano-4-methyl-pent-4-enoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester
• CAS No.: 148118-11-0
• Molecular Formula: C₃₆H₅₂N₂O₄S
• Molecular Weight: 608.886
• Mol file: 148118-11-0.mol

Synonyms:(R)-2-Benzyl-2-cyano-4-methyl-pent-4-enoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Chemical Property of (R)-2-Benzyl-2-cyano-4-methyl-pent-4-enoic acid (1S,2R,4R)-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 (R)-2-Benzyl-2-cyano-4-methyl-pent-4-enoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

There total 2 articles about (R)-2-Benzyl-2-cyano-4-methyl-pent-4-enoic acid (1S,2R,4R)-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:

(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (E)-2-cyanocinnamate (132640-95-0) → (R)-2-Benzyl-2-cyano-4-methyl-pent-4-enoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (148118-11-0)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / methanol / 72 h / 760 Torr / Ambient temperature

2: 1.) lithium diisopropylamide (LDA), 2.) HMPA / 1.) THF, -78 deg C, 1 h, 2.) THF, RT, 1 d

With N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In methanol;

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

Reference yield:

1-iodo-2-methyl-2-propene (3756-30-7) + (2RS)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 3-phenyl-2-cyanopropanoate (188183-31-5) → (R)-2-Benzyl-2-cyano-4-methyl-pent-4-enoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (148118-11-0)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -78 deg C, 1 h, 2.) THF, RT, 1 d;

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

Reference yield: 91.0%

(R)-2-Benzyl-2-cyano-4-methyl-pent-4-enoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (148118-11-0) → (R)-2-Aminomethyl-2-benzyl-4-methyl-pentanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (148118-16-5)

Guidance literature:

With hydrogen; Rh/Al₂O₃; In ethanol; for 24h; under 760 Torr; Ambient temperature;

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

upstream raw materials:

1-iodo-2-methyl-2-propene

(2RS)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 3-phenyl-2-cyanopropanoate

(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (E)-2-cyanocinnamate

Downstream raw materials:

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