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    • 2. 发明授权
    • Process for the production of isoxazolyl penicillins
    • 生产ISOXAZOLYL PENICILLINS的方法
    • US3668200A
    • 1972-06-06
    • US3668200D
    • 1969-09-24
    • TOYO JOZO KK
    • ABE JINNOSUKEWATANABE TETSUOTAKE TERUOFUJIMOTO KENTAROFUJII TADASHIROTAKEMURA KAZUNARINISHIIE KAZUYOSHISATOH SAKAEKOIDE TADASHIHOTTA YASUE
    • C07D499/00C07D499/76C07D99/16
    • C07D499/00Y02P20/55
    • WHEREIN R1, R2 and R'' are as defined above; then subjecting the compound of Formula V to dephenylacetylation; and eliminating R'' when R'' is a said easily eliminated group.

      A chemical process for the production of isoxazolyl penicillins and nontoxic salts and lower alkyl esters thereof having the formula REQUIRES NO MICROBIOLOGICAL DEACYLATION OR FERMENTATION TO PRODUCE 6-AMINOPENICILLANIC ACID, BUT INSTEAD COMPRISES REACTING A PENICILLIN G ester having the formula WHEREIN R'' is a protective group for carboxyl group and is selected from the group consisting of lower alkyl and a group which, when subjected to an elimination reaction, can be easily eliminated without having any detrimental effect on the structure of penicillin, which a chlorinating agent in the presence of a tertiary organic base to obtain an imide chloride groupincorporated compound having the formula WHEREIN R'' is as defined above; reacting the compound of Formula III with an isoxazol carboxylate having the formula WHEREIN M is a metal atom, and R1 and R2 are as defined above, to obtain a diacyl penicillin ester having the formula
    • 用于生产具有下式的异恶唑青霉素及其无毒盐及其低级烷基酯的化学方法不需要微生物学脱水或发酵生产6-氨基苯甲酸,而是包含反应式PENICILLIN G的酯,其具有式WHEREIN R'是保护性的 羧基组,并且选自低级烷基和基团,当进行消除反应时,可以容易地除去,而不会对青霉素的结构产生任何有害影响,青霉素的存在下,氯化剂 叔有机碱,得到具有式WHEREIN R'如上定义的酰亚胺氯化物引入的化合物; 使式III的化合物与式WHEREIN M是金属原子的异恶唑羧酸酯反应,并且R 1和R 2如上所定义,得到具有式WHEREIN R 1,R 2和R'如上定义的二酰基青霉素酯; 然后使式V的化合物进行苯基乙酰化; 并且当R'是所述容易消除的组时,消除R'。