ENZYMATIC-HYDROLYSIS OF HETEROCYCLIC NITRILES

被引:19
作者
KLEMPIER, N
DERAADT, A
GRIENGL, H
HEINISCH, G
机构
[1] GRAZ TECH UNIV, INST ORGAN CHEM, A-8010 GRAZ, AUSTRIA
[2] UNIV INNSBRUCK, INST ORGAN & PHARMACEUT CHEM, A-6020 INNSBRUCK, AUSTRIA
关键词
D O I
10.1002/jhet.5570290115
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chemoselective hydrolysis of heterocyclic nitriles can be achieved by an easy to use immobilized biocatalyst prepared from Rhodococcus sp. Pyrimidine-2-carbonitrile (2a) and 3-chloropyridazine-4-carbonitrile (4a) were converted into the corresponding amides while from 2-ethoxycarbonyl-4-pyridinecarbonitrile (1a), 6-methylpyridazine-3-carbonitrile (3a), 3-chloropyridazine-4-carbonitrile (4a), 3-ethoxycarbonyl-4,5-dihydroisoxazole-5-carbonitrile (8a), indole-3-carbonitrile (9a) and indole-3-ylacetonitrile (10a) the acids were formed.
引用
收藏
页码:93 / 95
页数:3
相关论文
共 38 条
[21]  
HERMANN K, 1981, LIEBIGS ANN CHEM, P333
[22]   ENZYMATIC-HYDROLYSIS OF NITRILES AND DINITRILES [J].
HONICKESCHMIDT, P ;
SCHNEIDER, MP .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (08) :648-650
[23]  
INGVORSEN K, 1988, CIBA F SYMP, V140, P16
[24]  
KATRITZKY AR, 1989, SYNTHESIS-STUTTGART, P949
[25]   SELECTIVE TRANSFORMATION OF NITRILES INTO AMIDES AND CARBOXYLIC-ACIDS BY AN IMMOBILIZED NITRILASE [J].
KLEMPIER, N ;
DERAADT, A ;
FABER, K ;
GRIENG, H .
TETRAHEDRON LETTERS, 1991, 32 (03) :341-344
[26]   NITRILASE-CATALYZED PRODUCTION OF PYRAZINOIC ACID, AN ANTIMYCOBACTERIAL AGENT, FROM CYANOPYRAZINE BY RESTING CELLS OF RHODOCOCCUS-RHODOCHROUS J1 [J].
KOBAYASHI, M ;
YANAKA, N ;
NAGASAWA, T ;
YAMADA, H .
JOURNAL OF ANTIBIOTICS, 1990, 43 (10) :1316-1320
[27]   METHODS FOR THE STEREOSELECTIVE CIS CYANOHYDROXYLATION AND CARBOXYHYDROXYLATION OF OLEFINS [J].
KOZIKOWSKI, AP ;
ADAMCZYK, M .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (03) :366-372
[28]  
LINTON EA, 1986, J GEN MICROBIOL, V132, P1493
[29]   STUDIES ON CONDENSED PYRIMIDINE SYSTEMS .18. SUBSTANCES RELATED TO 6-PURINECARBOXYLIC ACID [J].
MACKAY, LB ;
HITCHINGS, GH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (14) :3511-3513
[30]   NITRILASE-CATALYZED PRODUCTION OF NICOTINIC-ACID FROM 3-CYANOPYRIDINE IN RHODOCOCCUS-RHODOCHROUS J1 [J].
MATHEW, CD ;
NAGASAWA, T ;
KOBAYASHI, M ;
YAMADA, H .
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 1988, 54 (04) :1030-1032