ENZYME ASSISTED PREPARATION OF ENANTIOMERICALLY PURE BETA-ADRENERGIC BLOCKERS .3. OPTICALLY-ACTIVE CHLOROHYDRIN DERIVATIVES AND THEIR CONVERSION

被引:45
作者
ADER, U [1 ]
SCHNEIDER, MP [1 ]
机构
[1] BERG UNIV GESAMTHSCH WUPPERTAL,FACHBEREICH 9,W-5600 WUPPERTAL 1,GERMANY
关键词
D O I
10.1016/S0957-4166(00)80256-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Optical active chlorohydrin derivatives 2a-m and 3a-m of both enantiomeric series were prepared via both enzymatic hydrolyses and acyltransfer reactions catalysed by a highly selective lipase from Pseudomonas sp.. The resulting building blocks were further transformed into the corresponding beta-blockers of high enantiomeric purity.
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页码:521 / 524
页数:4
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共 34 条
[1]   ENZYME ASSISTED PREPARATION OF ENANTIOMERICALLY PURE BETA-ADRENERGIC BLOCKERS .2. BUILDING-BLOCKS OF HIGH OPTICAL PURITY AND THEIR SYNTHETIC CONVERSION [J].
ADER, U ;
SCHNEIDER, MP .
TETRAHEDRON-ASYMMETRY, 1992, 3 (02) :205-208
[2]   ENZYME ASSISTED PREPARATION OF ENANTIOMERICALLY PURE BETA-ADRENERGIC BLOCKERS .1. A FACILE SCREENING METHOD FOR SUITABLE BIOCATALYSTS [J].
ADER, U ;
SCHNEIDER, MP .
TETRAHEDRON-ASYMMETRY, 1992, 3 (02) :201-204
[3]  
BARRET AM, 1974, Patent No. 3836671
[4]   PRACTICAL CHEMOENZYMATIC SYNTHESIS OF BOTH ENANTIOMERS OF PROPRANOLOL [J].
BEVINAKATTI, HS ;
BANERJI, AA .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (18) :5372-5375
[5]  
BRANDSTROM A, 1966, ACTA PHARM SUEC, V3, P303
[6]   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
[7]   NUCLEAR MAGNETIC-RESONANCE ENANTIOMER REAGENTS - CONFIGURATIONAL CORRELATIONS VIA NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS OF DIASTEREOMERIC MANDELATE, O-METHYLMANDELATE, AND ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE (MTPA) ESTERS [J].
DALE, JA ;
MOSHER, HS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (02) :512-519
[8]   ABSOLUTE CONFIGURATION BY ASYMMETRIC SYNTHESIS OF (+)-1-(4-ACETAMIDOPHENOXY)-3-(ISOPROPYLAMINO)-PROPAN-2-OL (PRACTOLOL) [J].
DANILEWICZ, JC ;
KEMP, JEG .
JOURNAL OF MEDICINAL CHEMISTRY, 1973, 16 (02) :168-169
[9]   LIPASE-CATALYZED STEREOSELECTIVE HYDROLYSIS OF DIOL DERIVATIVES .1. LIPASE-CATALYZED STEREOSELECTIVE HYDROLYSIS OF 2-ACYLOXY-3-CHLOROPROPYL PARA-TOLUENESULFONATE [J].
HAMAGUCHI, S ;
OHASHI, T ;
WATANABE, K .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1986, 50 (02) :375-380
[10]   OPTICAL ISOMERS OF PROPRANOLOL [J].
HOWE, R ;
SHANKS, RG .
NATURE, 1966, 210 (5043) :1336-+