STEREOSPECIFIC SYNTHESIS OF THE ENANTIOMERS OF NICOTINYLALANINE, A NEUROPROTECTING AGENT

被引:12
作者
PELLICCIARI, R
GALLOMEZO, MA
NATALINI, B
AMER, AM
机构
[1] Istituto di Chimica Farmaceutica e Tecnica Farmaceutica, Università degli Studi, Perugia
关键词
STEREOSPECIFIC SYNTHESIS; ENANTIOMER; NEURODEGENERATIVE DISORDERS; NEUROPROTECTIVE; ENZYME INHIBITOR;
D O I
10.1016/S0040-4039(00)79583-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Stereospecific synthesis of the title compounds has been achieved in > 95% ee by use of palladium-catalyzed cross-coupling of S- and R-(3-benzyloxycarbonyl-5-oxo-4-oxazolidinyl)-acetyl chloride, respectively, with 3-trimethylstannyl pyridine at room temperature.
引用
收藏
页码:3003 / 3004
页数:2
相关论文
共 14 条
[1]  
BAILEY TR, 1991, SYNTHESIS-STUTTGART, P242
[2]  
DECKER RH, 1963, J BIOL CHEM, V238, P1049
[3]  
FERINGA BL, 1986, J ORG CHEM, V51, P5486
[4]   SYNTHESIS OF HYDROXYCOTININE AND STUDIES ON ITS STRUCTURE [J].
MCKENNIS, H ;
TURNBULL, LB ;
BOWMAN, ER ;
TAMAKI, E .
JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (02) :383-&
[5]  
MILSTEIN D, 1978, J AM CHEM SOC, V100, P3637
[6]   MODULATION OF QUINOLINIC AND KYNURENIC ACID CONTENT IN THE RAT-BRAIN - EFFECTS OF ENDOTOXINS AND NICOTINYLALANINE [J].
MORONI, F ;
RUSSI, P ;
GALLOMEZO, MA ;
MONETI, G ;
PELLICCIARI, R .
JOURNAL OF NEUROCHEMISTRY, 1991, 57 (05) :1630-1635
[7]  
MORONI F, COMMUNICATION
[8]  
RUSSI P, 1991, FID RES FDN, V5, P343
[9]   FACILE SYNTHESIS OF L-KYNURENINE [J].
SALITURO, FG ;
MCDONALD, IA .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (26) :6138-6139
[10]   QUINOLINIC ACID - AN ENDOGENOUS METABOLITE THAT PRODUCES AXON-SPARING LESIONS IN RAT-BRAIN [J].
SCHWARCZ, R ;
WHETSELL, WO ;
MANGANO, RM .
SCIENCE, 1983, 219 (4582) :316-318