402563-43-3

Basic information

• Product Name: (S)-2-(Benzhydrylidene-amino)-3-(4'-methyl-[2,2']bipyridinyl-4-yl)-propionic acid tert-butyl ester
• CAS NO: 402563-43-3
• Molecular Weight: 477.606
• Mol File: 402563-43-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-2-(Benzhydrylidene-amino)-3-(4'-methyl-[2,2']bipyridinyl-4-yl)-propionic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(Benzhydrylidene-amino)-3-(4'-methyl-[2,2']bipyridinyl-4-yl)-propionic acid tert-butyl ester(402563-43-3)
• EPA Substance Registry System: (S)-2-(Benzhydrylidene-amino)-3-(4'-methyl-[2,2']bipyridinyl-4-yl)-propionic acid tert-butyl ester(402563-43-3)

Safety Data

• Hazardous Substances Data: 402563-43-3(Hazardous Substances Data)

Upstream product

• 81477-94-3 N-(diphenylmethylene)glycine tert-butyl ester 
• 81998-05-2 4-bromomethyl-4'-methyl-2,2'-bipyridine 

Relevant articles and documents

Enantioselective synthesis of an unnatural bipyridyl amino acid and its incorporation into a peptide

The synthesis of a bipyridyl amino acid, 2-amino-3-(4'-methyl-2,2'- bipyridin-4-yl) propanoic acid, is described. A short three step synthesis from commercially available 4,4'-dimethyl-2,2'-bipyridine provides the amino acid in 65% enantiomeric excess (ee). An enzyme-mediated chiral resolution increases the ee to 95% in two additional steps. The amino acid was incorporated into a 22 amino acid peptide composed predominantly of alanine. The peptide was found to be 88% α-helical in aqueous solution at 1°C by circular dichroism (CD) spectropolarimetry, indicating a high helical propensity for this amino acid. This amino acid can provide a means to incorporate a metal into structure-forming peptides.