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    Process for preparing optically active allophenylnorstatin derivatives
    3.
    发明授权
    Process for preparing optically active allophenylnorstatin derivatives 失效
    制备光学活性异恶唑诺他抑素衍生物的方法

    公开(公告)号：US5581007A

    公开(公告)日：1996-12-03

    申请号：US609619

    申请日：1996-03-01

    申请人： Noboru Sayo ,  Tetsuro Yamasaki ,  Hidenori Kumobayashi ,  Yoshifumi Yuasa ,  Tsukasa Sotoguchi

    发明人： Noboru Sayo ,  Tetsuro Yamasaki ,  Hidenori Kumobayashi ,  Yoshifumi Yuasa ,  Tsukasa Sotoguchi

    IPC分类号： C07D417/12 ,  B01J31/24 ,  C07B53/00 ,  C07B61/00 ,  C07C69/732 ,  C07C227/04 ,  C07C227/18 ,  C07C227/32 ,  C07C229/34 ,  C07C247/12 ,  C07C271/22 ,  C07F7/08 ,  C07F7/10

    CPC分类号： C07C271/22 ,  C07C227/04 ,  C07C227/18 ,  C07C227/32 ,  C07C247/12 ,  C07C69/732 ,  Y02P20/55

    摘要： A process for preparing an optically active (2S,3S)-allophenylnorstatin derivative (I) is disclosed, comprising asymmetrically hydrogenating a 4-phenyl-2-halogeno-3-oxobutyric ester (III) in the presence of a ruthenium-phosphine complex to obtain a 4-phenyl-(2S)-halogeno-(3R)-hydroxybutyric ester (IV), epoxidizing the ester (IV) in the presence of a base to obtain a 4-phenyl-(2S,3R)-epoxybutyric ester (V), reacting the ester (V) with a tri(lower alkyl)silylazide or a (lower alkyl)diarylsilylazide in the presence of a Lewis to obtain a (3S)-azido-4-phenyl-(2S)-trisubstituted silyloxybutyric ester (VI), hydrogenolyzing the ester (VI) into a (2S,3S)-allophenylnorstatin derivative (VII), protecting the amino group of the compound (VII), and, if desired, hydrolyzing the compound before or after the amino group protection. Compounds (I) can be obtained at high optical purity safely and in good yield.

    摘要翻译： 公开了一种制备光学活性（2S，3S） - 萘基异步抑制素衍生物（I）的方法，包括在钌膦络合物存在下不对称氢化4-苯基-2-卤代-3-氧代丁酸酯（III） 得到4-苯基 - （2S） - 卤素 - （3R） - 羟基丁酸酯（IV），在碱的存在下使酯（Ⅳ）环氧化，得到4-苯基 - （2S，3R） - 环氧丁酸酯 V），在路易斯存在下使酯（V）与三（低级烷基）甲硅烷基叠氮化物或（低级烷基）二芳基甲硅烷基叠氮化物反应，得到（3S） - 叠氮基-4-苯基 - （2S） - 三取代的甲硅烷氧基丁酸酯 （Ⅵ），将酯（Ⅵ）氢解成（2S，3S） - 萘基异步抑制素衍生物（Ⅶ），保护化合物（Ⅶ）的氨基，如果需要，在氨基保护之前或之后水解化合物 。 化合物（I）可以安全且高收率地获得高光学纯度。

    Process for preparing optically active 3-hydroxypyrrolidine derivatives
    5.
    发明授权
    Process for preparing optically active 3-hydroxypyrrolidine derivatives 失效
    制备光学活性3-羟基吡咯烷衍生物的方法

    公开(公告)号：US5144042A

    公开(公告)日：1992-09-01

    申请号：US682273

    申请日：1991-04-09

    申请人： Nobuo Seido ,  Yoshiki Okeda ,  Hidenori Kumobayashi

    发明人： Nobuo Seido ,  Yoshiki Okeda ,  Hidenori Kumobayashi

    IPC分类号： C07B53/00 ,  C07C31/34 ,  C07C211/27 ,  C07C309/65 ,  C07C309/73 ,  C07D207/12

    CPC分类号： C07D207/12

    摘要： A process for preparing optically active 3-hydroxypyrrolidine derivatives useful as intermediates represented by formula (III): ##STR1## wherein Q represents a substituted or unsubstituted phenyl group; and * indicates an asymmetric carbon atom, comprising reacting an optically active 4-halo-3-hydroxybutane derivative represented by formula (I): ##STR2## wherein * is as defined above; R.sup.1 represents a lower alkyl group or a substituted or unsubstituted phenyl group; and X represents a halogen atom, with a benzylamine derivative represented by formula (II):H.sub.2 NCH.sub.2 Q (II)wherein Q is as defined above, is disclosed. The starting compound (I) is easily available through chemical synthesis. Any complicated procedure or use of an expensive reagent is not required.

    Process for preparing optically active 6-t-butyoxy-3,5-dihydroxyhexanoic esters
    7.
    发明授权
    Process for preparing optically active 6-t-butyoxy-3,5-dihydroxyhexanoic esters 失效
    光学活性6-叔丁氧基-3,5-二羟基己酸酯的制备方法

    公开(公告)号：US4994602A

    公开(公告)日：1991-02-19

    申请号：US485692

    申请日：1990-02-27

    申请人： Nobuo Seido ,  Noboru Sayo ,  Hidenori Kumobayashi

    发明人： Nobuo Seido ,  Noboru Sayo ,  Hidenori Kumobayashi

    IPC分类号： C07C67/31 ,  C07C69/708

    CPC分类号： C07C67/31 ,  C07C69/708

    摘要： A process for preparing an optically active 6-t-butoxy-3,5-dihydroxyhexanoic ester represented by formula: ##STR1## wherein t-Bu represents a t-butyl group; and R.sup.4 represents a lower alkyl group, which is useful as a precursor of a lactone moiety of campactin, mevinolin or analogues thereof is disclosed, comprising asymmetrically hydrogenating a 4-t-butoxyacetoacetic ester in the presence of a ruthenium-optically active phosphine complex to obtain an optically active 4-t-butyoxy-3-hydroxybutanoic ester, reacting the ester with a lithium enolate of an acetic ester to obtain an optically active 6-t-butyoxy-5-hydroxy-3-oxohexanoic ester, and asymmetrically hydrogenating the resulting ester in the presence of a ruthenium-optically active phosphine complex as a catalyst. The desired product can be obtained in good yield at high stereoselectivity.

    Process for preparing optically active carnitine ester
    9.
    发明授权
    Process for preparing optically active carnitine ester 失效
    制备光学活性肉碱酯的方法

    公开(公告)号：US06197996B1

    公开(公告)日：2001-03-06

    申请号：US08139861

    申请日：1993-10-22

    申请人： Takanao Taketomi ,  Toshiaki Sakaguchi ,  Hidenori Kumobayashi

    发明人： Takanao Taketomi ,  Toshiaki Sakaguchi ,  Hidenori Kumobayashi

    IPC分类号： C07C22900

    CPC分类号： C07C227/32

    摘要： A process for preparing an optically active carnitine ester represented by formula (I): wherein R represents a lower alkyl group; and X represents a halogen atom, is disclosed, comprises asymmetrically hydrogenating a &ggr;-trimethylammonium-3-oxobutanoic ester halide represented by formula (II): wherein R and X are as defined above, in the presence of a ruthenium-optically active phosphine complex as a catalyst. An optically active carnitine ester of any desired isomerism can be obtained through simple operation in high yield at high optical purity. The substrate used is easily available.

    摘要翻译： 一种制备由式（I）表示的光学活性肉碱酯的方法：其中R表示低级烷基; 并且X表示卤素原子，包括在钌光学活性膦配合物存在下不对称地氢化由式（II）表示的γ-三甲基铵-3-氧代丁酸酯卤化物：其中R和X如上所定义 作为催化剂。 可以通过在高光学纯度下以高产率的简单操作获得任何所需异构体的光学活性肉碱酯。 使用的基材很容易获得。

    1-substituted-2-diphenylphosphinonaphthalene and transition metal complex comprising the same as a ligand
    10.
    发明授权
    1-substituted-2-diphenylphosphinonaphthalene and transition metal complex comprising the same as a ligand 失效
    1-取代-2-二苯基膦基萘和与配体相同的过渡金属络合物

    公开(公告)号：US5756760A

    公开(公告)日：1998-05-26

    申请号：US812549

    申请日：1997-03-07

    申请人： Sotaro Miyano ,  Tetsutaro Hattori ,  Yasuko Komuro ,  Hidenori Kumobayashi

    发明人： Sotaro Miyano ,  Tetsutaro Hattori ,  Yasuko Komuro ,  Hidenori Kumobayashi

    IPC分类号： B01J31/24 ,  C07B53/00 ,  C07F9/572 ,  C07F15/00 ,  C07F9/02 ,  C07D207/00

    CPC分类号： C07F9/5721 ,  C07F15/0046 ,  C07F15/006 ,  C07F15/008 ,  Y02P20/55

    摘要： A 1-substituted-2-diphenylphosphinonaphthalene represented by formula (I): ##STR1## wherein at least one of R.sup.1, R.sup.2, R.sup.3, and R.sup.4, which may be the same or different, represents a lower alkyl group having 1 to 4 carbon atoms which may be substituted with an alkoxy group, a phenyl group or --OR.sup.6 (wherein R.sup.6 represents a hydrogen atom, a lower alkyl group having 1 to 4 carbon atoms or an alcohol-protective group), and the rest of them represent a hydrogen atom; A represents a single bond or a methylene group; and R.sup.5 represents a substituted or unsubstituted phenyl group; and a transition metal complex comprising the 1-substituted-2-diphenylphosphinonaphthalene as a ligand. The transition metal complex is useful as a catalyst in asymmetric synthesis.

    摘要翻译： 由式（I）表示的1-取代-2-二苯基膦基萘：其中R 1，R 2，R 3和R 4中至少有一个可以相同或不同，表示具有1 至4个可被烷氧基取代的碳原子，苯基或-OR 6（其中R6表示氢原子，碳原子数1〜4的低级烷基或醇保护基），其余的 表示氢原子; A表示单键或亚甲基; R5表示取代或未取代的苯基; 以及包含1-取代-2-二苯基膦基萘作为配体的过渡金属络合物。 过渡金属络合物可用作不对称合成中的催化剂。