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    • 7. 发明公开
    • Production method of optically active amino alcohols
    • 维生素Zur Herstellung von optisch aktiven Aminoalkoholen
    • EP0930312A1
    • 1999-07-21
    • EP99100704.8
    • 1999-01-15
    • Japan Tobacco Inc.AGOURON PHARMACEUTICALS, INC.
    • Inaba, Takashi Cent. Pharm.Res.Inst.Jap.Tob. Inc.Sagawa, Shoichi Cent. Pharm.Res.Inst.Jap.Tob.Inc.Abe, Hiroyuki Cent. Pharm.Res.Inst.Jap.Tob.Inc.
    • C07D321/06C07D317/28
    • C07D321/06C07D317/28
    • A method for producing an optically active amino alcohol compound of the formula [3], an enantiomer thereof or a salt thereof, comprising reacting a mesoepoxide compound of the formula [1] with a compound of the formula [2] in the presence of a mixed catalyst comprising a Lewis acid and a proton donor:
      wherein R 1 , R 2 and R 3 are each H, an optionally substituted lower alkyl, and the like, or R 1 and R 1 or R 2 and R 3 may form an optionally substituted ring; and R 4 and R 5 are each H, an optionally substituted lower alkyl, and the like, or R 4 and R 5 may form an optionally substituted ring together with the adjacent N, or an imide group or azide group together with the adjacent N, and R 6 is H or a silyl group. The present invention enables stereoselective production of a desired intermediate compound, which is an HIV protease inhibitor, extremely efficiently as compared to conventional methods. The method of the present invention is a very useful method which can be used not only for the production of said intermediate compound but also for the production of various other compounds.
    • 一种制备式Ä3的光学活性氨基醇化合物,其对映异构体或其盐的方法,包括使式Ä1a的中间环氧化物化合物与式Ä2a化合物在含有路易斯酸的混合催化剂存在下反应 和一个质子供体:其中R 1,R 2和R 3各自为H,任选取代的低级烷基等,或者R 1和R 1或R“ 2>和R 3可以形成任选取代的环; R 4和R 5各自为H,任选取代的低级烷基等,或者R 4和R 5可以与相邻的N或酰亚胺基一起形成任选取代的环 或叠氮基与相邻的N一起,R 6为H或甲硅烷基。 与常规方法相比,本发明能够非常有效地立体选择性地制备作为HIV蛋白酶抑制剂的所需中间体化合物。 本发明的方法是一种非常有用的方法,其不仅可以用于所述中间体化合物的制备,而且可用于制备各种其它化合物。