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    Process for producing optically active olefin
    1.
    发明授权
    Process for producing optically active olefin 失效
    光学活性烯烃的制造方法

    公开(公告)号：US5600047A

    公开(公告)日：1997-02-04

    申请号：US459637

    申请日：1995-06-02

    申请人： Tadakatsu Mandai ,  Jiro Tsuji ,  Manzo Shiono

    发明人： Tadakatsu Mandai ,  Jiro Tsuji ,  Manzo Shiono

    IPC分类号： B01J31/24 ,  C07B31/00 ,  C07B53/00 ,  C07B61/00 ,  C07C1/213 ,  C07C13/47 ,  C07C68/06 ,  C07C69/96 ,  C07C401/00 ,  C07F7/18 ,  C07J3/00 ,  C07J9/00 ,  C07J51/00 ,  C07J75/00 ,  C07C1/20 ,  C07C1/32

    CPC分类号： C07J9/00 ,  C07C401/00 ,  C07C69/96 ,  C07J51/00

    摘要： A process for producing an optically active olefin represented by a formula ##STR1## wherein R.sup.1 represents an organic group and X represents a polycyclic carbon ring group, by reacting a corresponding optically active ester derivative represented by a formula ##STR2## wherein R.sup.1 and X are as defined above and R represents a hydrogen atom, an alkoxy group, an alkenyloxy group or a substituted or unsubstituted aralkyloxy group, with formic acid or a salt thereof in the presence of a catalyst comprising a palladium salt and a tertiary phosphine.Said process makes it possible to produce, at a high yield at a high selectivity, an optically active olefin which has a physiological activity and is useful as a medicine or is useful as an intermediate for the synthesis of physiologically active steroids. Further, said process uses no harmful reagent such as mercury or the like. Thus, it is advantageous as an industrial process.

    摘要翻译： 其中R 1表示有机基团，X表示多环碳环基团，其中R 1和X是相应的由下式表示的光学活性酯衍生物：其中R1和X为 如上所述，R表示氢原子，烷氧基，烯氧基或取代或未取代的芳烷氧基，与甲酸或其盐在钯盐和叔膦的催化剂存在下反应。 所述方法使得可以高选择性地产生具有生理活性的光学活性烯烃并且可用作药物或可用作合成生理活性类固醇的中间体。 此外，所述方法不使用诸如汞等的有害试剂。 因此，作为工业过程是有利的。

    Intermediates for producing pyridine derivatives
    4.
    发明授权
    Intermediates for producing pyridine derivatives 有权
    制备吡啶衍生物的中间体

    公开(公告)号：US6111111A

    公开(公告)日：2000-08-29

    申请号：US175958

    申请日：1998-10-21

    申请人： Hideki Matsuda ,  Goro Asanuma ,  Takanobu Shin ,  Manzo Shiono ,  Shigeki Kikuyama

    发明人： Hideki Matsuda ,  Goro Asanuma ,  Takanobu Shin ,  Manzo Shiono ,  Shigeki Kikuyama

    IPC分类号： C07D491/04 ,  C07D491/048 ,  C07D495/04

    CPC分类号： C07D491/04

    摘要： A pyridine alcohol derivative represented by General Formula III ##STR1## (where A represents a divalent organic group which may contain one to three oxygen atoms, nitrogen atoms and/or sulfur atoms, wherein A may form a 5-, 6-, 7-, or 8-membered ring together with two bonded carbon atoms, where said ring may form a condensed ring with one or more additional rings; R.sup.5 represents a hydrogen atom, --CHR.sup.1 R.sup.2, or an alkenyl group, an aryl group or an aralkyl group which may be substituted; R.sup.1 and R.sup.2 each independently represent a hydrogen atom or a hydrocarbon group which may be substituted; and R.sup.6 represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group or an aralkyl group which may be substituted), is produced by:reacting a pyridine ester derivative represented by General Formula I-1 ##STR2## (where Z.sup.1 represents --COX; X represents an alkoxyl group, an alkenyloxy group, an aryloxy group or an aralkyloxy group which may be substituted; and A is the same as above)with a reducing agent, an alkylating agent, an alkenylating agent, an arylating agent or an aralkylating agent to obtain a pyridine carbonyl derivative represented by General Formula II ##STR3## (where A and R.sup.5 are the same as above); and reacting the resulting pyridine carbonyl derivative with a reducing agent, an alkylating agent, an alkenylating agent, an arylating agent or an aralkylating agent to obtain the pyridine alcohol derivative of the General Formula III.

    摘要翻译： 由通式III表示的吡啶醇衍生物（其中A表示可含有1-3个氧原子的二价有机基团，氮原子和/或硫原子，其中A可以形成5-，6-，7-或8- 其中所述环可以与一个或多个另外的环形成稠环; R 5表示氢原子，-CHR 1 R 2或链烯基，芳基或可被取代的芳烷基 ; R 1和R 2各自独立地表示氢原子或可以被取代的烃基; R 6表示氢原子，烷基，链烯基，芳基或可被取代的芳烷基）由 ：使由通式I-1表示的吡啶酯衍生物（其中Z1表示-COX; X表示烷氧基，烯氧基，芳氧基或可被取代的芳烷氧基），A与上述相同） 用还原剂， 烷基化剂，烯化剂，芳基化剂或芳烷基化剂，得到通式II所示的吡啶羰基衍生物（其中A和R5与上述相同）; 并使所得到的吡啶羰基衍生物与还原剂，烷化剂，烯化剂，芳基化剂或芳烷基化剂反应，得到通式Ⅲ的吡啶醇衍生物。

    Method for producing pyridine derivatives
    5.
    发明授权
    Method for producing pyridine derivatives 有权
    制备吡啶衍生物的方法

    公开(公告)号：US06342606B2

    公开(公告)日：2002-01-29

    申请号：US09862615

    申请日：2001-05-23

    申请人： Hideki Matsuda ,  Goro Asanuma ,  Takanobu Shin ,  Manzo Shiono ,  Shigeki Kikuyama

    发明人： Hideki Matsuda ,  Goro Asanuma ,  Takanobu Shin ,  Manzo Shiono ,  Shigeki Kikuyama

    IPC分类号： C07D491048

    CPC分类号： C07D491/04

    摘要： A pyridine alcohol derivative represented by General Formula III (where A represents a divalent organic group which may contain one to three oxygen atoms, nitrogen atoms and/or sulfur atoms, wherein A may form a 5-, 6-, 7-, or 8-membered ring together with two bonded carbon atoms, where said ring may form a condensed ring with one or more additional rings; R6 represents a hydrogen atom, —CHR1R2, or an alkenyl group, an aryl group or an aralkyl group which may be substituted; R1 and R2 each independently represent a hydrogen atom or a hydrocarbon group which may be substituted; and R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group or an aralkyl group which may be substituted), is produced by: reacting a pyridine ester derivative represented by General Formula I-1

    摘要翻译： 由通式III表示的吡啶醇衍生物（其中A表示可含有1-3个氧原子的二价有机基团，氮原子和/或硫原子，其中A可以形成5-，6-，7-或8- 其中所述环可以与一个或多个另外的环形成稠环; R 6表示氢原子，-CHR 1 R 2或链烯基，芳基或可被取代的芳烷基 ; R 1和R 2各自独立地表示氢原子或可被取代的烃基; R表示氢原子，烷基，烯基，芳基或可被取代的芳烷基）由 ：使由通式I-1表示的吡啶酯衍生物反应

    Process for the preparation of 2-chloro-5-chloromethyl-1,3-thiazole
    6.
    发明授权
    Process for the preparation of 2-chloro-5-chloromethyl-1,3-thiazole 失效
    制备2-氯-5-氯甲基-1,3-噻唑的方法

    公开(公告)号：US06222057B1

    公开(公告)日：2001-04-24

    申请号：US09545349

    申请日：2000-04-07

    申请人： Hideki Matsuda ,  Goro Asanuma ,  Manzo Shiono

    发明人： Hideki Matsuda ,  Goro Asanuma ,  Manzo Shiono

    IPC分类号： C07C33104

    CPC分类号： C07D277/32

    摘要： According to the present invention, provided are (1) a process for the preparation of 2-chloro-5-chloromethyl-1,3-thiazole, by reacting 3-chloro-1-isothiocyanato-1-propene with a chlorinating agent, (2) a process for the preparation of 3-chloro-1-isocyanato-1-propene, by rearranging 3-chloro-1-thiocyanato-2-propene in the presence of a salt of one or more than one metal selected from the group consisting of metals belonging to Group 2A, Group 7A, Group 8 and Group 1B of the long-form periodic table, and (3) a process for the preparation of 3-chloro-1-thiocyanato-2-propene, by reacting 1,3-dichloropropene and a thiocyanate salt (a) in the presence of water, (b) in the presence of an organic solvent which is water-soluble and has a boiling point of 150° C. or lower, or (c) in an organic solvent in the presence of a phase transfer catalyst.

    摘要翻译： 根据本发明，提供了（1）通过使3-氯-1-异硫氰酸酯-1-丙烯与氯化剂反应制备2-氯-5-氯甲基-1,3-噻唑的方法（ 2）制备3-氯-1-异氰酸基-1-丙烯的方法，通过在一种或多于一种选自下组的金属的存在下重排3-氯-1-氰硫基-2-丙烯： 由属于2A型，7A类，8类和1B类长金属元素周期表的金属组成，和（3）通过使1,1-二氯苯甲酸反应制备3-氯-1-氰硫基-2-丙烯的方法， （a）在水存在下，（b）在水溶性且沸点为150℃或更低的有机溶剂存在下，或（c）在 有机溶剂在相转移催化剂存在下进行。