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    Process for preparing 1,4-bridged cyclohexane carboxylic acid derivatives
    6.
    发明授权
    Process for preparing 1,4-bridged cyclohexane carboxylic acid derivatives 失效
    制备1,4-桥环己烷羧酸衍生物的方法

    公开(公告)号：US5008409A

    公开(公告)日：1991-04-16

    申请号：US447513

    申请日：1989-12-07

    申请人： Masayuki Narisada ,  Mitsuaki Ohtani ,  Fumihiko Watanabe ,  Kyozo Kawata

    发明人： Masayuki Narisada ,  Mitsuaki Ohtani ,  Fumihiko Watanabe ,  Kyozo Kawata

    IPC分类号： C07C303/40 ,  C07C311/20

    CPC分类号： C07C303/40

    摘要： A process for preparing a compound of Formula (I): ##STR1## wherein R is phenyl or phenyl substituted with hydroxy, lower alkoxy, halogen or lower alkyl; Y is unsubstituted or substituted methylene, ethylene, vinylene or oxygen; m is 0 or 1; n is 0, 1 or 2; and q is 1, 2, 3 or 4; with the limitation that when m is 0, n is not 0, and when m is 1, n is not 2, which process comprises:(a) reacting an aldehyde of Formula (II); ##STR2## wherein R, Y, m and n are as defined above, under reaction conditions for the Wittig Reaction with a ylide of Formula (III):(R.sup.1).sub.3 P.dbd.CH(CH.sub.2).sub.q COOM (III) wherein R.sup.1 is C.sub.1 -C.sub.8 alkyl or aryl, M is an alkali metal and q is as defined above;(b) treating the reaction mixture of step (a) with an alkaline earth metal halide under alkaline conditions to form the alkaline earth metal salt of the carboxylic acid of Formula (I);(c) extracting the alkaline earth metal salt of the carboxylic acid of Formula (I) in an organic solvent; and(d) recovering the free carboxylic acid of Formula (I) from the organic solvent.

    Preparation of 2,3-trans-1,4-bridged cyclohexane sulfonamide derivatives
    7.
    发明授权
    Preparation of 2,3-trans-1,4-bridged cyclohexane sulfonamide derivatives 失效
    2,3-反式-1,4-桥联环己烷磺酰胺衍生物的制备

    公开(公告)号：US5120865A

    公开(公告)日：1992-06-09

    申请号：US711562

    申请日：1991-08-30

    申请人： Masayuki Narisada ,  Mitsuaki Ohtani ,  Fumihiko Watanabe ,  Kyozo Kawata

    发明人： Masayuki Narisada ,  Mitsuaki Ohtani ,  Fumihiko Watanabe ,  Kyozo Kawata

    IPC分类号： C07C303/40 ,  C07C311/20

    CPC分类号： C07C303/40 ,  C07C2102/42

    摘要： A process suitable for industrially preparing 2,3-trans-1,4-bridged cyclohexane sulfonamide derivatives, especially useful as an intermediate for the synthesis of a trans bicyclo[2,2,1] heptane carboxylic acid derivative, a clinically important thromboxane A.sub.2 antagonist, comprising: allowing to react corresponding a cis/trans mixture of sulfonamide derivatives with an anionoid or water-soluble carbonyl reagent at pH3-7 so that the trans isomer may form a water-soluble adduct with the anionoid or carbonyl reagent, separating the resulting adduct dissolved in an aqueous layer, and recovering the trans isomer by treating the adduct with a base or an acid. Also provided is an alkali metal hydrogen sulfite adduct of 2,3-trans 1,4-bridged cyclohexane sulfonamide derivative.