143508-83-2

Basic information

• Product Name: L-Phenylalanine, N-[N-[(3,5-dibromo-2-hydroxyphenyl)methylene]-L-valyl]-, methyl ester, (E)-
• CAS NO: 143508-83-2
• Molecular Formula: C22H24Br2N2O4
• Molecular Weight: 540.252
• Mol File: 143508-83-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: L-Phenylalanine, N-[N-[(3,5-dibromo-2-hydroxyphenyl)methylene]-L-valyl]-, methyl ester, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: L-Phenylalanine, N-[N-[(3,5-dibromo-2-hydroxyphenyl)methylene]-L-valyl]-, methyl ester, (E)-(143508-83-2)
• EPA Substance Registry System: L-Phenylalanine, N-[N-[(3,5-dibromo-2-hydroxyphenyl)methylene]-L-valyl]-, methyl ester, (E)-(143508-83-2)

Safety Data

• Hazardous Substances Data: 143508-83-2(Hazardous Substances Data)

Upstream product

• 90-59-5 3,5-Dibromosalicylaldehyde 
• 39614-17-0 L-valyl-L-phenylalanine methyl ester 
• 4817-95-2 N-(benzyloxycarbonyl)-L-valyl-L-phenylalanine methyl ester 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 

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.