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    • 6. 发明公开
    • Process for producing optically active alcohol
    • Verfahren zur Herstellung von optisch aktivem Alkohol。
    • EP0641786A1
    • 1995-03-08
    • EP94117505.1
    • 1990-01-30
    • SUMITOMO CHEMICAL COMPANY, LIMITED
    • Yoneyoshi, YukioSuzukamo, GohfuKonya, NaotoIkeda, Takaharu, Sumitomokagaku Higashicho Ap. 213
    • C07D249/08
    • C07D231/12C07B2200/07C07C29/143C07D233/56C07D249/08C07C31/125C07C33/02C07C31/12
    • A process for producing an optically active alcohol of the formula

      wherein R⁴ and R⁵ are different from one another and each is a C₁₋₆ alkyl group, a C₆₋₁₇ aryl group, a C₇₋₁₁ aralkyl group or a 2-substituted-1-triazoleethylene group represented by the general formula (III)

      (R⁶ is a halogen- or halomethyl-substituted or unsubstituted phenyl group or a cycloalkyl group) comprises bringing each of

      (A) an optically active amino alcohol represented by the general formula (I)
      wherein R¹ is an aryl group selected from a phenyl group optionally substituted with halogen, C₁₋₅ alkyl, C₁₋₅ alkoxy, cyano, C₇₋₁₀ aralkoxy, C₆₋₁₀ aryloxy or C₁₋₆ alkoxycarbonyl and a naphthyl group optionally substituted with halogen, C₁₋₅ alkyl, cyano, C₁₋₅ alkoxy or C₁₋₅ alkoxycarbonyl, R² is a C₁₋₄ alkyl group, R³ is a hydrogen atom or a C₁₋₄ alkyl group, and the carbon atoms having a mark * are each an asymmetric carbon atom and an acid, or a salt of the optically active amino alcohol (I) and an acid;
      (B) a metal borohydride; and
      (C) water;
      into contact with
         a prochiral ketone represented by the general formula (II)

      wherein R⁴ and R⁵ are as defined above.
    • 制备式的光学活性醇的方法,其中R 4和R 5彼此不同,并且各自为C 1-6烷基,C 6-17芳基,C 7-11 芳烷基或由通式(III)表示的2-取代-1-三唑乙基(CH 3)(R 6是卤素或卤代甲基取代或未取代的苯基或环烷基)包括使( A)由通式(I)表示的光学活性氨基醇其中R 1是选自任选被卤素取代的苯基的芳基,C 1-5烷基,C 1-5烷氧基,氰基,C 7 -10芳烷氧基,C6-10芳氧基或C1-6烷氧基羰基和任选被卤素取代的萘基,C 1-5烷基,氰基,C 1-5烷氧基或C 1-5烷氧基羰基,R 2是C 1-4烷基 R 3为氢原子或C 1-4烷基,具有标记*的碳原子分别为不对称碳原子,酸或光学活性氨基酸的盐 (I)和酸; (B)金属硼氢化物; 和(C)水; 与由通式(II)表示的前手性酮接触其中R 4和R 5如上所定义。
    • 9. 发明公开
    • A method for producing optically active amines
    • 阿尔卑斯。
    • EP0237305A2
    • 1987-09-16
    • EP87301992.1
    • 1987-03-09
    • SUMITOMO CHEMICAL COMPANY, LIMITED
    • Sakito, YojiSuzukamo, GohfuYoneyoshi, Yukio
    • C07C209/30C07C211/26C07B53/00
    • C07B53/00
    • An optically active amine, which is an important compound as a resolving agent for medicines, agricultural chemicals, intermediates thereof, etc. and has the general formula (III),
      wherein R₆ and R₇, which are different from each other, represent an aryl group which may be substituted with an alkyl group, an aralkyl group which may be substituted with an alkyl group, or an alkyl group, and * represents an asymmetric carbon atom, is prepared by (a) forming an asymmetric reducing agent by reacting an optically active aminoalcohol represented by the general formula (I),
      wherein R₁ and R₂ represent a hydrogen atom or an alkyl or alkoxyl group, R₃ represents a hydrogen atom or an alkyl group, R₄ represents an alkyl group, and * is as defined above, with a boron hydride compound and (b) reacting the asymmetric reducing agent thus formed with the anti-form or syn-form isomer of an oxime derivative represented by the general formula (II),
      wherein R₅ represents an alkyl, aralkyl or alkyl-­substituted silyl group, and R₆ and R₇ are as defined above, or a mixture of the isomers which is rich in either one of them, said optically active amine repre­sented by the general formula (III) having an absolute steric configuration which is the same as that of the amino group-substituted carbon atom in the general formula (I) when the oxime derivative of the general formula (II) is of the anti-form structure or rich in the same and opposite to that of the amino group-­substituted carbon atom in the general formula (I) when the oxime derivative of the general formula (II) is of the syn-form structure or rich in the same.
    • 作为药物的分解剂,农药,其中间体等的重要化合物,具有通式(III),的光学活性胺,其中R6和R7彼此不同,表示 可以被烷基取代的芳基,可被烷基取代的芳烷基或烷基,和*表示不对称碳原子,是通过(a)通过使(a)形成不对称还原剂,通过使 由通式(I)表示的光学活性氨基醇,其中R1和R2表示氢原子或烷基或烷氧基,R3表示氢原子或烷基,R4表示烷基,*表示 如上定义,与硼化氢化合物反应,和(b)使由此形成的不对称还原剂与由通式(II)表示的肟衍生物的抗形式或顺式异构体反应,其中R 5表示 烷基,芳基 烷基或烷基取代的甲硅烷基,R 6和R 7如上所定义,或富含其中任何一个的异构体的混合物,所述通式(III)所示的光学活性胺具有绝对立体构型, 与通式(I)中的氨基取代的碳原子相同时,通式(II)的肟衍生物为抗结构或与氨基相同或相反的氨基 当通式(II)的肟衍生物是同形式结构或富集时,通式(I)中的取代的碳原子。