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    Optical resolution of racemic mixtures of alpha-naphthylpropionic acids and derivatives of said acids
    3.
    发明授权
    Optical resolution of racemic mixtures of alpha-naphthylpropionic acids and derivatives of said acids 失效
    α-萘基丙酸和所述酸的衍生物的外消旋混合物的光学拆分

    公开(公告)号：US4724102A

    公开(公告)日：1988-02-09

    申请号：US844834

    申请日：1986-03-27

    申请人： Vincenzo Cannata ,  Giancarlo Tamerlani ,  Mauro Morotti

    发明人： Vincenzo Cannata ,  Giancarlo Tamerlani ,  Mauro Morotti

    IPC分类号： C07C59/64 ,  C07B31/00 ,  C07B57/00 ,  C07C51/00 ,  C07C51/06 ,  C07C51/487 ,  C07C67/00 ,  C07C235/34 ,  C07C87/30

    CPC分类号： C07C51/06 ,  C07C51/487

    摘要： A new process for the optical resolution of racemic mixtures of .alpha.-naphthylpropionic acids of formula ##STR1## wherein R.sub.1 is (C.sub.1-6) alkyl and R.sub.2 represents hydrogen or a halogen atom comprises reacting a racemic mixture of a compound of formula II ##STR2## wherein R.sub.1 and R.sub.2 have the above seen meanings and R.sub.3 is a reactive group, with an optically active aminoacid of formula ##STR3## wherein R.sub.4 represents a (C.sub.1-8) alkyl, phenyl, substituted phenyl, benzyl, substituted benzyl or carboxy, and m is an integer from 0 to 4, to give a pair of diastereoisomeric amides of formula ##STR4## wherein R.sub.1, R.sub.2, R.sub.4 and m have the above seen meanings, and M is a hydrogen atom or a cation of an alkali metal or a cation of an organic base. Compounds IV are resolved into the single diastereoisomeric amides d,d or 1,d, or d,1 or 1,1. Acid hydrolysis gives the optically active compound I.

    摘要翻译： 用于光学拆分式（Ia）的α-萘基丙酸的外消旋混合物的新方法，其中R 1为（C 1-6）烷基且R 2表示氢或卤素原子包括使式II化合物的外消旋混合物 其中R 1和R 2具有上述的意义且R 3是反应性基团，其中式III的光学活性氨基酸其中R 4表示（C 1-8）烷基，苯基，取代的苯基，苄基，取代的苄基 或羧基，m为0至4的整数，得到一对式IV的非对映异构体酰胺，其中R 1，R 2，R 4和m具有上述含义，M为氢原子或 碱金属或有机碱的阳离子。 化合物IV被分解成单一非对映异构体酰胺d，d或1，d或d，1或1,1。 酸水解产生光学活性化合物I.

    Process for the optical resolution of racemic mixtures of .alpha.-naphthyl-propionic acids
    8.
    发明授权
    Process for the optical resolution of racemic mixtures of .alpha.-naphthyl-propionic acids 失效
    光学拆分α-萘基 - 丙酸的外消旋混合物的方法

    公开(公告)号：US4661628A

    公开(公告)日：1987-04-28

    申请号：US668301

    申请日：1984-11-05

    申请人： Vincenzo Cannata ,  Giancarlo Tamerlani

    发明人： Vincenzo Cannata ,  Giancarlo Tamerlani

    IPC分类号： C07C59/64 ,  C07B31/00 ,  C07B57/00 ,  C07C51/00 ,  C07C51/06 ,  C07C67/00 ,  C07C231/00 ,  C07C231/02 ,  C07C231/12 ,  C07C231/20 ,  C07C235/32 ,  C07C309/73 ,  C07C313/00 ,  C07C315/06 ,  C07C317/46 ,  C07C323/20 ,  C07C323/62 ,  C07D233/56 ,  C07C103/26 ,  C07C149/41 ,  C07D209/18 ,  C07D233/64

    CPC分类号： C07C51/06

    摘要： A new process for the optical resolution of racemic mixtures of .alpha.-naphthyl-propionic acids of formula ##STR1## This process comprises reacting a racemic mixture of a compound of formula ##STR2## with an optically active substance of formula R.sub.4 --NH.sub.2 (III), said substance being a .beta.-aminoalcohol, thus forming a pair of diastereoisomeric amides which are resolved into the single diastereoisomers by fractional crystallization. The obtained single diastereoisomeric amide is then hydrolyzed to give the desired optically active .alpha.-naphthyl-propionic acid of formula ##STR3## In the above compound I.fwdarw.III and VI, R.sub.1 is (C.sub.1-6)alkyl, R.sub.2 stands for hydrogen, halogen, mercapto, (C.sub.1-6)alkylthio, phenylthio, benzylthio, (C.sub.1-6)alkylsulfonyl, benzenesulfonyl, benzenesulfonyl substituted by halogen or (C.sub.1-4)alkyl, R.sub.3 is a reactive group and R.sub.4 is the residue of a primary or secondary alcohol.

    摘要翻译： 用于光学拆分式（I）的α-萘基 - 丙酸的外消旋混合物的新方法该方法包括将式II化合物的外消旋混合物与式R4-NH2的光学活性物质 III），所述物质是β-氨基醇，从而形成一对非对映异构体酰胺，其通过分级结晶分解成单一非对映异构体。 然后将获得的单一非对映异构体酰胺水解，得到所需的式VI的光学活性α-萘基 - 丙酸在上述化合物I> III和VI中，R 1是（C 1-6）烷基，R 2代表氢 ，卤素，巯基，（C 1-6）烷硫基，苯硫基，苄硫基，（C 1-6）烷基磺酰基，苯磺酰基，被卤素或（C 1-4）烷基取代的苯磺酰基，R 3是反应性基团，R 4是伯 或仲醇。

    Process for the optical resolution of racemic mixtures of .alpha.-naphthyl-propionic acids
    9.
    发明授权
    Process for the optical resolution of racemic mixtures of .alpha.-naphthyl-propionic acids 失效
    光学拆分α-萘基 - 丙酸的外消旋混合物的方法

    公开(公告)号：US4622419A

    公开(公告)日：1986-11-11

    申请号：US795516

    申请日：1985-11-06

    申请人： Vincenzo Cannata ,  Giancarlo Tamerlani

    发明人： Vincenzo Cannata ,  Giancarlo Tamerlani

    IPC分类号： C07B57/00 ,  C07B31/00 ,  C07C51/00 ,  C07C51/06 ,  C07C51/487 ,  C07C57/38 ,  C07C59/64 ,  C07C67/00 ,  C07C231/00 ,  C07C231/02 ,  C07C231/12 ,  C07C231/20 ,  C07C235/08 ,  C07C235/34 ,  C07C103/26

    CPC分类号： C07C51/487

    摘要： A process for the optical resolution of racemic mixtures of .alpha.-naphthyl-propionic acids of formula I ##STR1## which consists of reacting a racemic mixture of a compound of formula II ##STR2## with an optically active compound of formula IIIR.sub.4 --NH.sub.2wherein R.sub.4 is the residue of a primary or secondary alcohol which, taken with the NH.sub.2 radical, forms an optically active .beta.-aminoalcohol, to give a pair of diastereoisomeric amides, which is resolved into the single diastereoisomeric amides. Acid hydrolysis gives the optically active d or l .alpha.-naphthyl-propionic acids. The meaning of R.sub.1, R.sub.2, R.sub.3 is given.

    摘要翻译： 用于光学拆分式I的α-萘基 - 丙酸的外消旋混合物的方法，其由式II化合物的外消旋混合物与式III的-NH-NH 2的光学活性化合物反应，其中 R4是伯或仲醇的残基，其与NH 2基团一起形成光学活性的β-氨基醇，得到一对非对映异构体酰胺，其被分解成单一非对映异构体酰胺。 酸水解得到光学活性的d或lα-萘基 - 丙酸。 给出了R1，R2，R3的含义。