1236281-13-2Relevant articles and documents
Fluorinated β2- and β3-amino acids: Synthesis and inhibition of α-chymotrypsin
Peddie, Victoria,Pietsch, Markus,Bromfield, Karen M.,Pike, Robert N.,Duggan, Peter J.,Abell, Andrew D.
experimental part, p. 1845 - 1859 (2010/10/18)
The synthesis of a series of -fluorinated β2- and β3-amino acid derivatives is described. Stereoselective fluorination at the -carbon of the β3-amino acids was achieved by deprotonation with lithium diisopropylamide followed by treatment with N-fluorobenzenesulfonimide. Fluorination of β2-amino acids employed the chiral auxiliary (4R)-4-benzyl-2-oxazolidinone. The α-fluorinated amino acids and their non-fluorinated precursors were found to competitively inhibit α-chymotrypsin. Georg Thieme Verlag Stuttgart New York.