TY - JOUR
T1 - Synthesis and conformational features of topographically constrained designer chimeric amino adds
T2 - The β-isopropyl phenylalanines
AU - Liao, Subo
AU - Shenderovich, Mark D.
AU - Lin, Jun
AU - Hruby, Victor J.
PY - 1997/12/8
Y1 - 1997/12/8
N2 - All four optically pure isomers of the highly conformationally constrained novel chimeric amino acid, β-isopropylphenylalanine or β- phenylleucine, were asymmetrically synthesized in five to six steps in 20 - 25% overall yield. Computer-assisted molecular modeling revealed that the β- isopropyl group in these chimeric amino acids plays the dominant role in determining the most favorable side chain conformations.
AB - All four optically pure isomers of the highly conformationally constrained novel chimeric amino acid, β-isopropylphenylalanine or β- phenylleucine, were asymmetrically synthesized in five to six steps in 20 - 25% overall yield. Computer-assisted molecular modeling revealed that the β- isopropyl group in these chimeric amino acids plays the dominant role in determining the most favorable side chain conformations.
UR - http://www.scopus.com/inward/record.url?scp=0030813703&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0030813703&partnerID=8YFLogxK
U2 - 10.1016/S0040-4020(97)10127-2
DO - 10.1016/S0040-4020(97)10127-2
M3 - Article
AN - SCOPUS:0030813703
SN - 0040-4020
VL - 53
SP - 16645
EP - 16662
JO - Tetrahedron
JF - Tetrahedron
IS - 49
ER -