Enantioselective synthesis of a phenylalanine library containing alkyl groups on the aromatic moiety: confirmation of stereostructure by X-ray analysis.
Six phenylalanine analogues containing 2'-methyl-, 2',6'-dimethyl-, 2'-ethyl-6'-methyl-, 2'-isopropyl-6'-methyl-, 2',4',6'-trimethyl-, and 3',5'-dimethyl-L-phenylalanine were synthesized enantioselectively through asymmetric hydrogenation of acetamidoacrylate derivatives. Enzymatic digestion and X-ray analysis supported the L-configuration of the phenylalanine derivatives obtained.
Li
Tingyou
T
The Graduate School of Food and Medicinal Sciences and Faculty of Pharmaceutical Sciences, Kobe Gakuin University, Kobe 651-2180, Japan.
Tsuda
Yuko
Y
Minoura
Katsuhiko
K
In
Yasuko
Y
Ishida
Toshimasa
T
Lazarus
Lawrence H
LH
Okada
Yoshio
Y
D000478:Alkylation; D018360:Crystallography, X-Ray; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D015394:Molecular Structure; D049329:Nanostructures; D010316:Particle Size; D010649:Phenylalanine / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013379:Substrate Specificity; D014965:X-Rays
D006841:Hydrocarbons, Aromatic; D010649:Phenylalanine