96864-22-1

Basic information

• Product Name: (S)-3-Methyl-heptanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester
• Synonyms: (S)-3-Methyl-heptanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester
• CAS NO: 96864-22-1
• Molecular Weight: 523.821
• Mol File: 96864-22-1.mol

Chemical Properties

• CAS DataBase Reference: (S)-3-Methyl-heptanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-Methyl-heptanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester(96864-22-1)
• EPA Substance Registry System: (S)-3-Methyl-heptanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester(96864-22-1)

Safety Data

• Hazardous Substances Data: 96864-22-1(Hazardous Substances Data)

Upstream product

• 96864-26-5 (R)-3-Methyl-heptanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 96864-25-4 (R)-3-Methyl-hexanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 96864-01-6 (R)-2-Methyl-3-phenyl-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 96864-02-7 (R)-2-Methyl-pent-4-enoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 96864-21-0 (E)-Hept-2-enoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 96864-03-8 (R)-2-Methyl-pentanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 96864-12-9 (E)-Hex-2-enoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 96864-31-2 <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl>propionate 
• 96303-88-7 (-)-10-dicyclohexylsulfamoyl-D-isoborneol 
• 109-72-8 n-butyllithium 
• 104898-08-0 (1S,2R,4R)-1-(N,N-dicyclohexylaminosulfonylmethyl)-7,7-dimethylbicyclo<2.2.1>heptan-2-yl crotonate 

Downstream Products

• 96864-12-9 (E)-Hex-2-enoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 96864-21-0 (E)-Hept-2-enoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 96864-25-4 (R)-3-Methyl-hexanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 96864-26-5 (R)-3-Methyl-heptanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 59614-85-6 (-)-(S)-3-methylheptanoic acid 
• 96303-88-7 (-)-10-dicyclohexylsulfamoyl-D-isoborneol 

Relevant articles and documents

Camphorsulfonamide-Shielded, Asymmetric 1,4-Additions and Enolate Alkylations; Synthesis of a Southern Corn Rootworm Pheromone

Using readily accessible 10-sulfonamido-isoborneols as regenerable, chiral auxiliaries, highly face-selective C-C-bond formations at Cα and Cβ of carboxylates could be conveniently achieved.Thus, conjugated additions of RCu to enoates (1->2) furnished, after saponification, β-substituted carboxylic acids 3 in 94-98 percent e.e.Similarly, propionates 12 yielded after deprotonation, enolate alkylation, and reductive ester cleveage the (R)-alcohols 15 in 78-98 percent e.e.The acid (+)-3e was converted to the pheromone (-)-11.