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    • 7. 发明专利
    • Production of novel carbacycline intermediate
    • 新型卡介质中间体的生产
    • JPS61122292A
    • 1986-06-10
    • JP24059284
    • 1984-11-16
    • Teijin Ltd
    • IKEGAMI SHIROTORISAWA YASUHIROKUROZUMI SEIJI
    • C07F7/18C07C51/377C07C67/00C07C401/00C07C405/00
    • C07C405/0083C07C51/377Y02P20/55C07C59/62C07C59/46
    • PURPOSE: To produce an intermediate of carbacycline useful as an antithromobotic agnet, easily in high yield, by reducing the thiol ester group of a specific thiol ester compound derived from an enone compound obtained from cholilactone.
      CONSTITUTION: The objective intermediate of formula II can be produced by reducing the thiol ester group of the thiol ester compound of formula I [R
      1 is a group forming acetal bond together with the O of hydroxyl group; R
      2 is tri(1W7C hydroxarbon)silyl; R
      3 is 1W10C alkyl or tri(1W7 C hydrocarbon) silyl; Ar is aryl], with preferably 2W5 equivalent of e.g. tributyltin hydride, optionally in a solvent such as benzene, preferably at 100W150°C. The ester compound of formula I can be prepared by reducing the carbonyl group of the enone functional group of the enone compound derived from cholilatone and subjecting the product to aryl rearrangement.
      COPYRIGHT: (C)1986,JPO&Japio
    • 目的:通过还原来自胆甾烯内酯的烯酮化合物的特定硫醇酯化合物的硫醇酯基,可以容易地高产率地制备用作抗血栓形成的凝集素的碳霉素的中间体。 构成:式Ⅱ的目的中间体可以通过还原式I的硫羟酸酯化合物的硫醇酯基团来制备[R 1是与羟基的O一起形成缩醛键的基团; R 2是三(1-7C羟基羰基)甲硅烷基; R 3是1-10C烷基或三(1-7C烃)甲硅烷基; Ar是芳基],优选2-5当量例如。 氢化三丁基锡,任选在溶剂如苯中,优选在100-150℃。 式I的酯化合物可以通过还原来自胆氯醚的烯酮化合物的烯酮官能团的羰基并使产物进行芳基重排来制备。