ENZYMATIC RESOLUTION OF 1,2-DIOLS - PREPARATION OF OPTICALLY PURE DROPROPIZINE

被引:49
作者
BIANCHI, D
BOSETTI, A
CESTI, P
GOLINI, P
机构
[1] Istituto Guido Donegani, 28100 Novara
关键词
LIPASE; STEREOSELECTIVE ALCHOLYSIS; 1,2-DIOLS; DROPROPIZINE; ENZYMES IN ORGANIC SOLVENT;
D O I
10.1016/S0040-4039(00)79859-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Kinetic resolution of (R,S)-3-(4-phenyl-1-piperazinyl)1,2-propanediol diacetate (2) by alcoholysis with n-propanol was carried out under lipase Amano PS catalysis in various organic solvents. Pure enantiomers of the corresponding diol (1) are useful as antitussive and central sedative therapeutic agents.
引用
收藏
页码:3231 / 3234
页数:4
相关论文
共 8 条
[1]   SYNTHESIS OF(R)-EPICHLOROHYDRIN AND (S)-EPICHLOROHYDRIN [J].
BALDWIN, JJ ;
RAAB, AW ;
MENSLER, K ;
ARISON, BH ;
MCCLURE, DE .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (25) :4876-4878
[2]   LIPASE-CATALYZED STEREOSELECTIVE THIOTRANSESTERIFICATION OF MERCAPTO ESTERS [J].
BIANCHI, D ;
CESTI, P .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (21) :5657-5659
[3]  
BORSA M, Patent No. 147847
[4]   QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS [J].
CHEN, CS ;
FUJIMOTO, Y ;
GIRDAUKAS, G ;
SIH, CJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) :7294-7299
[5]   HOW CAN THE SOLVENT AFFECT ENZYME ENANTIOSELECTIVITY [J].
FITZPATRICK, PA ;
KLIBANOV, AM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (08) :3166-3171
[6]   ENZYMES IN ORGANIC-SYNTHESIS [J].
JONES, JB .
TETRAHEDRON, 1986, 42 (13) :3351-3403
[7]   ASYMMETRIC TRANSFORMATIONS CATALYZED BY ENZYMES IN ORGANIC-SOLVENTS [J].
KLIBANOV, AM .
ACCOUNTS OF CHEMICAL RESEARCH, 1990, 23 (04) :114-120
[8]   SYNTHESIS OF CHIRAL GLYCERIDES STARTING FROM D-SERINE AND L-SERINE [J].
LOK, CM ;
WARD, JP ;
VANDORP, DA .
CHEMISTRY AND PHYSICS OF LIPIDS, 1976, 16 (02) :115-122