(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

Base Information

• Chemical Name: (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
• CAS No.: 148118-16-5
• Molecular Formula: C₃₆H₅₈N₂O₄S
• Molecular Weight: 614.934
• Mol file: 148118-16-5.mol

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 3 articles about (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 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: 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

Reference yield:

(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (E)-2-cyanocinnamate (132640-95-0) → (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:

Multi-step reaction with 3 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

3: 91 percent / H₂ / 5percent Rh/Al₂O₃ / ethanol; various solvent(s) / 24 h / 760 Torr / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; lithium diisopropyl amide; palladium on activated charcoal; Rh/Al₂O₃; In methanol; ethanol;

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

Reference yield:

(2RS)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 3-phenyl-2-cyanopropanoate (188183-31-5) → (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:

Multi-step reaction with 2 steps

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

2: 91 percent / H₂ / 5percent Rh/Al₂O₃ / ethanol; various solvent(s) / 24 h / 760 Torr / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; lithium diisopropyl amide; Rh/Al₂O₃; In ethanol;

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

upstream raw materials:

(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

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

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