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    • 5. 发明公开
    • Asymmetric synthesis of alpha-substituted-alpha-cyanomethyl alcohols
    • 不对称性合成α-取代的α-氰基甲基烷醇。
    • EP0132392A2
    • 1985-01-30
    • EP84304951.1
    • 1984-07-19
    • ICI AUSTRALIA LIMITED
    • Jackson, William RoyWilshire, ColinMatthews, Barry Ross
    • C07B53/00C07B43/08C07B41/02C07C255/00C07D307/54C07D333/24C07D209/48C07D209/52C07D213/04C07K5/12
    • C07D233/64C07C255/00C07D403/06C07K5/12
    • The invention concerns a process for the preparation of an a-substituted-a-cyanomethyl alcohol enantiomer of formula 1
      wherein the group R 1 is an alkenyl, alkynyl, aryl or heteroaryl group by reacting an aldehyde of formula II
      with hydrogen cyanide in the presence of a cyclic dipeptide enantiomer at a temperature below ambient temperature.
      The process enables the preparation of compounds of formula I in high yield and high enantiomeric excess. The enantiomers of formula I may be used as intermediates fortheprepara- tion of chiral pyrethroids and chiral arylethanolamines.
      The invention also embraces cyclic dipeptide enantiomers, processes for the preparation of chiral pyrethroids and chiral arylethanolamines from a-substituted-a-cyanomethyl alcohol enantiomers of formula I and chiral pyrethroids and chiral ethanolamines and the chiral pyrethroids and chiral ethanolamines prepared thereby.
    • 本发明涉及一种制备式I 的α-取代-α-氰基甲醇对映异构体的方法,其中基团R 1是烯基,炔基,芳基或杂芳基,通过使式II R的醛 1 -CHO II与氰化氢在环状二肽对映异构体的存在下在低于环境温度的温度下反应。 该方法能够以高产率和高对映体过量制备式I化合物。 式I的对映异构体可用作制备手性拟除虫菊酯和手性芳基乙醇胺的中间体。 本发明还包括环二肽对映异构体,由式I的α-取代-α-氰基甲醇对映异构体和手性拟除虫菊酯和手性乙醇胺制备手性拟除虫菊酯和手性芳基乙醇胺的方法以及由此制备的手性拟除虫菊酯和手性乙醇胺。