102210-02-6Relevant articles and documents
Chemo-enzymatic synthesis of chiral fluorine-containing building blocks
Blaauw, Richard H.,IJzendoorn, Denis R.,Cremers, Jozef G. O.,Rutjes, Floris P. J. T.,Broxterman, Quirinus B.,Schoemaker, Hans E.
, p. 104 - 107 (2004)
Two complementary strategies for the synthesis of optically active fluorine-containing building blocks have been probed. The first strategy involves either the enzymatic resolution of fluorinated α,α- disubstituted-α-amino acid amides, or the asymmetric h
Convenient synthesis of N-Terminal Tfm-Dipeptides from unprotected enantiopure α-Tfm-Proline and α-Tfm-alanine
Chaume, Gregory,Lensen, Nathalie,Caupene, Caroline,Brigaud, Thierry
experimental part, p. 5717 - 5724 (2010/03/01)
A convenient procedure for the synthesis of highly lipophilic dipeptide building blocks from enantiopure α-trifluoromethyl α-amino acids is reported. Coupling reactions at the C termini of the trifluoromethyl a-amino acids were successfully performed with
The substrate specificity of the heat-stable stereospecific amidase from Klebsiella oxytoca
Shaw, Nicholas M.,Naughton, Andrew B.
, p. 747 - 752 (2007/10/03)
The substrate specificity of the heat-stable stereospecific amidase from Klebsiella oxytoca was investigated. In addition to the original substrate, 3,3,3-trifluoro-2-hydroxy-2-methylpropanamide, the amidase accepted 2-hydroxy-2-(trifluoromethyl)-butanamide and 3,3,3-trifluoro-2-amino-2- methylpropanamide as substrates. Compounds with larger side chains and compounds where the hydroxyl group was substituted with a methoxy group, or in which the CF3 group was substituted by CCl3, were not accepted. The biotransformation is a new synthetic route to (R)-(+)-3,3,3- trifluoro-2-amino-2-methylpropanoic acid, and its related (S)-(-)-amide, and to (R)-(+)-2-hydroxy-2-(trifluoromethyl)-butanoic acid and its related (S)-(-)-amide.