2-TRIFLUOROMETHYL-SUBSTITUTED AMINO-ACIDS .19. 2-TRIFLUOROMETHYL ALPHA-AMINO-ACID ESTERS, BUILDING-BLOCKS FOR TRIFLUOROMETHYL-SUBSTITUTED UREAS, THIOUREAS AND OTHER POTENTIAL BIOLOGICAL ACTIVE STRUCTURES
K. Burger et al., 2-TRIFLUOROMETHYL-SUBSTITUTED AMINO-ACIDS .19. 2-TRIFLUOROMETHYL ALPHA-AMINO-ACID ESTERS, BUILDING-BLOCKS FOR TRIFLUOROMETHYL-SUBSTITUTED UREAS, THIOUREAS AND OTHER POTENTIAL BIOLOGICAL ACTIVE STRUCTURES, Liebigs Annalen der Chemie, (4), 1994, pp. 399-406
The preparative value of trifluoromethyl-substituted building blocks i
ncreases with the number of additional functionalities present. 2-Trif
luoromethyl alpha-amino acid esters 2 represent readily available star
ting materials, excellently suited for the introduction of the biologi
cally interesting trifluoromethyl group into a variety of classes of c
ompounds, like ureas 4 and thioureas, acylureas 5 and acylthioureas 12
, imidazolidin-2,4-diones 8 and imidazolidin-4-on-2-thiones 11 as well
as 2-isocyanatoalkanoic acids 13. Via the latter Fmoc-2-trifluorometh
yl alpha-amino acid 16a can be readily prepared.