132949-30-5

Basic information

• Product Name: Butanamide, N-cyclohexyl-2-[[(2-hydroxy-1-naphthalenyl)methylene]amino]-3-methyl-, (S)-
• CAS NO: 132949-30-5
• Molecular Formula: C22H28N2O2
• Molecular Weight: 352.477
• Mol File: 132949-30-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Butanamide, N-cyclohexyl-2-[[(2-hydroxy-1-naphthalenyl)methylene]amino]-3-methyl-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Butanamide, N-cyclohexyl-2-[[(2-hydroxy-1-naphthalenyl)methylene]amino]-3-methyl-, (S)-(132949-30-5)
• EPA Substance Registry System: Butanamide, N-cyclohexyl-2-[[(2-hydroxy-1-naphthalenyl)methylene]amino]-3-methyl-, (S)-(132949-30-5)

Safety Data

• Hazardous Substances Data: 132949-30-5(Hazardous Substances Data)

Upstream product

• 108-91-8 cyclohexylamine 
• 17922-79-1 carbobenzoxy-(S)-valine cyclohexylamide 
• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 46339-96-2 L-N-cyclohexylvalinamide 
• 708-06-5 2-hydroxynaphthalene-1-carbaldehyde 

Relevant articles and documents

Peptide-titanium complex as catalyst for asymmetric addition of hydrogen cyanide to aldehyde

The complex of titanium ethoxide and an acyclic dipeptide ester whose terminal amino group is modified to a salicylal-type Schiff base catalyzes the asymmetric addition of hydrogen cyanide to aldehydes with high enantioselectivity. In the reaction of benzaldehyde and hydrogen cyanide, (R)-mandelonitrile is obtained with an enantiomeric excess of 90% when N-((2-hydroxy-1-naphthyl)methylene)-(S)-valyl-(S)-tryptophan methyl ester is employed. In place of the dipeptide, the amide derivatives of an amino acid modified by substituted salicylaldehyde, such as N-(3,5-dibromosalicylidene)-(S)-valine piperidide, exhibit an entirely opposite stereoselectivity to yield S-cyanohydrins with optical purities up to 97% ee. This novel peptide-titanium complex, therefore, enables us to afford optically active cyanohydrins of both absolute configurations by using natural S-amino acids as chiral auxiliaries.