PREPARATION OF RACEMIC CIS AND TRANS-2-(2-ALKOXYPHENYL-CARBAMOYLOXY)CYCLOHEPTYLMETHYLPIPERIDINIUM CHLORIDES

被引:9
作者
GREGAN, F [1 ]
KETTMANN, V [1 ]
NOVOMESKY, P [1 ]
SIVY, J [1 ]
机构
[1] COMENIUS UNIV BRATISLAVA,FAC PHARM,CS-83232 BRATISLAVA,SLOVAKIA
关键词
D O I
10.1135/cccc19940675
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of two pairs of the title diastereomers, which represent conformationally constrained analogues of the phenylcarbamate local anesthetics, is described. The synthesis was accomplished by starting from cycloheptanone and 2-alkoxyanilines and the intermediate diastercomers of 2-amino-methylcycloalkanols (VI, VII) were separated as their 4-nitrobenzoyl derivatives (IV, V) by extraction and fractional crystallization. The prepared compounds (VIIIa, VIllb, IXa, and IXb) are assumed to be of help in interpreting the structure-activity relationships within this class of drugs.
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页码:675 / 682
页数:8
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