Synthesis of beta-difluorine-containing amino acids.
A convenient strategy was developed to prepare several beta-difluoroamino acids. As exemplified by the synthesis of 3,3-difluoro-L-homocysteine, 3,3-difluoro-L-homoserine and 3,3-difluoro-L-methionine, the reaction sequence all started from L-isoascorbic acid. This approach holds potential to be extended to make other beta-difluorine-containing amino acids.
Li
K
K
University of Minnesota, Department of Chemistry, Minneapolis 55455, USA.
Leriche
C
C
Liu
H
H
D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001205:Ascorbic Acid; D015195:Drug Design; D006710:Homocysteine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006714:Homoserine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D007202:Indicators and Reagents; D008715:Methionine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D000596:Amino Acids; D007202:Indicators and Reagents; D006710:Homocysteine; C005056:isoascorbic acid; D006714:Homoserine; D008715:Methionine; D001205:Ascorbic Acid