Method for producing purified formylcyclopropane compound and intermediate of such formylcyclopropane compound
    2.
    发明授权
    Method for producing purified formylcyclopropane compound and intermediate of such formylcyclopropane compound 失效
    生产纯化的甲酰基环丙烷化合物和这种甲酰基环丙烷化合物的中间体的方法

    公开(公告)号:US08168816B2

    公开(公告)日:2012-05-01

    申请号:US12095608

    申请日:2006-12-12

    摘要: A method for producing a purified formylcyclopropane compound represented by the formula (1) comprising (A) a step of reacting a crude formylcyclopropane compound represented by the formula (1): wherein R1 represents an alkyl group or the like, with an alkali metal hydrogen sulfite to obtain an alkali metal hydroxymethanesulfonate represented by the formula (2): wherein R1 represents the same meaning as defined above and M represents an alkali metal, and (B) a step of reacting an acid, a base or a water-soluble aldehyde with the alkali metal hydroxymethanesulfonate represented by the formula (2) obtained in the above-mentioned step (A) to obtain a purified formylcyclopropane compound represented by the formula (1).

    摘要翻译: 一种制备由式(1)表示的精制甲酰基环丙烷化合物的方法,包括(A)使式(1)表示的粗甲酰基环丙烷化合物:其中R 1表示烷基等与碱金属氢反应的步骤 亚硫酸盐,得到由式(2)表示的碱金属羟基甲磺酸盐:其中R1表示与上述相同的含义,M表示碱金属,(B)使酸,碱或水溶性醛 与上述步骤(A)中获得的式(2)表示的碱金属羟基甲磺酸酯反应,得到由式(1)表示的精制甲酰基环丙烷化合物。

    Optically active bisoxazoline compounds, process for production of the same and use thereof
    3.
    发明授权
    Optically active bisoxazoline compounds, process for production of the same and use thereof 失效
    光学活性双恶唑啉化合物,其制备方法及其用途

    公开(公告)号:US07671213B2

    公开(公告)日:2010-03-02

    申请号:US11860980

    申请日:2007-09-25

    IPC分类号: C07D263/12

    摘要: Optically active bisoxazoline compounds represented by the general formula (1), a process for producing the compounds, and a process for producing cyclopropanecarboxylic esters by using the same: wherein R1 and R2 are the same and each represents C1-6 alkyl, substituted or unsubstituted aralkyl, or substituted or unsubstituted phenyl or R1 and R2 are bonded each other together with the carbon atom of oxazoline ring to which they are bonded to form a ring; R3 is substituted or unsubstituted naphthyl; R4 and R5 are the same and each represent hydrogen or C1-6 alkyl, or R4 and R5 are bonded each other together with the carbon atom to which they are bonded to form a cycloalkyl ring having 3 to 6 carbon atoms; and * represents an asymmetric center.

    摘要翻译: 由通式(1)表示的光学活性的双恶唑啉化合物,该化合物的制备方法以及通过使用该化合物制备环丙烷羧酸酯的方法:其中R1和R2相同,各自表示C1-6烷基,取代或未取代的 芳烷基或取代或未取代的苯基或R 1和R 2与它们所键合的恶唑啉环的碳原子一起形成环; R3是取代或未取代的萘基; R 4和R 5相同,各自表示氢或C 1-6烷基,或者R 4和R 5与它们所键合的碳原子一起键合形成具有3〜6个碳原子的环烷基环; *表示非对称中心。

    Method for Producing Optically Active Cyclopropanecarboxylate Compound
    4.
    发明申请
    Method for Producing Optically Active Cyclopropanecarboxylate Compound 失效
    生产光学活性环丙烷羧酸酯化合物的方法

    公开(公告)号:US20080027235A1

    公开(公告)日:2008-01-31

    申请号:US11630802

    申请日:2005-06-30

    IPC分类号: C07C61/04 C07D307/79

    摘要: A method for producing an optically active cyclopropanecarboxylate compound represented by the formula (5): wherein R6, R7, R8 and R9 represent a C1-C6 alkyl group or the like and R10 represents a C1-C6 alkyl group, which comprises reacting an olefin represented by the formula (3): wherein R6, R7, R8 and R9 are as described above, with a diazoacetic acid ester represented by the formula (4): N2CHCO2R10  (4) wherein R10 is as described above, in the presence of an asymmetric copper complex obtained by mixing (A) at least one monovalent or divalent copper compound, (B) at least one optically active bisoxazoline compound represented by the formula (1): wherein R1 and R2 represent a C1-C6 alkyl group or the like; R3 represents a tert-butyl group or the like; and R4 and R5 are the same and represent C1-C3 alkyl groups or the like, and (C) at least one fluorine compound represented by the formula (2): A-MF6  (2) wherein A represents a trityl group or the like, and M represents a phosphorous atom or the like.

    摘要翻译: 一种制备由式(5)表示的光学活性环丙烷羧酸酯化合物的方法:其中R 6,R 7,R 8和R 8, SUP> 9表示C1-C6烷基等,R10表示C1-C6烷基,其包括使由式(3)表示的烯烃:其中R R 6,R 7,R 8和R 9如上所述,用重氮乙酸酯代替 公式(4):<?in-line-formula description =“In-line Formulas”end =“lead”?> N 2 CHCO 2 R& (4)<?in-line-formula description =“In-line Formulas”end =“tail”?>其中R 10如上所述,在 通过混合(A)至少一种一价或二价铜化合物,(B)至少一种由式(1)表示的光学活性双恶唑啉化合物得到的不对称铜络合物:其中R 1和R 2 > 2 表示C1-C6烷基或th e喜欢 R 3表示叔丁基等; 和R 4和R 5相同并且表示C1-C3烷基等,和(C)至少一种由式(2)表示的氟化合物, :<?in-line-formula description =“In-line formula”end =“lead”?> A-MF (2)<?in-line-formula description =“In-line 式“end =”tail“?>其中A表示三苯甲基等,M表示磷原子等。

    Optically active copper catalyst composition
    5.
    发明授权
    Optically active copper catalyst composition 有权
    光活性铜催化剂组合物

    公开(公告)号:US07253301B2

    公开(公告)日:2007-08-07

    申请号:US10549939

    申请日:2004-03-25

    申请人: Makoto Itagaki

    发明人: Makoto Itagaki

    IPC分类号: C07C69/74 C07C213/00

    摘要: There is provided an optically active copper catalyst composition comprising (a) an optically active salicylideneaminoalcohol represented by the formula (1): wherein R1 and R2 are the same or different, and independently represent a substituted or unsubstituted lower alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group; X1 and X2 are the same or different, and independently represent a hydrogen atom, a lower alkoxy group, a nitro group, a lower alkoxycarbonyl group, a cyano group or a halogen atom; and * represents an asymmetric center, provided that both of X1 and X2 don't represent hydrogen atoms, (b) a monovalent or divalent copper compound, and (c-1) a lithium compound or (c-2) a compound selected from aluminum compounds having Lewis acidity, titanium compounds having Lewis acidity, boron compounds having Lewis acidity, zirconium compounds having Lewis acidity and hafnium compounds having Lewis acidity; and a process for producing an optically active cyclopropane compound by using the same.

    摘要翻译: 提供一种光学活性铜催化剂组合物,其包含(a)由式(1)表示的光学活性亚水杨基氨基醇:其中R 1和R 2彼此相同或不同 独立地表示取代或未取代的低级烷基,取代或未取代的芳烷基或取代或未取代的芳基; X 1和X 2相同或不同,并且独立地表示氢原子,低级烷氧基,硝基,低级烷氧基羰基,氰基或 卤素原子; 和*表示不对称中心,条件是X 1和X 2都不表示氢原子,(b)一价或二价铜化合物,和(c -1)锂化合物或(c-2)选自具有路易斯酸度的铝化合物,具有路易斯酸度的钛化合物,具有路易斯酸度的硼化合物,具有路易斯酸度的锆化合物和具有路易斯酸度的铪化合物的化合物或(c-2) 以及使用该光学活性的环丙烷化合物的方法。

    Chiral copper complex and production processes thereof and using the same
    6.
    发明授权
    Chiral copper complex and production processes thereof and using the same 失效
    手性铜络合物及其制备方法及其使用

    公开(公告)号:US07009079B2

    公开(公告)日:2006-03-07

    申请号:US10625604

    申请日:2003-07-24

    IPC分类号: C07C251/24

    摘要: There is disclosed an optically active salicylideneaminoalcohol compound of formula (1): wherein R1 represents an alkyl group or the like, R2 represents an aryl group and the like, and when X1 represents a nitro, X2 is a hydrogen atom, when X1 represents a chlorine atom, X2 is a chlorine atom, and when X1 is a hydrogen atom, X2 is a fluorine atom; and the carbon atom denoted by “*” is an asymmetric carbon atom having either an S or R configuration, and a chiral copper complex produced from the optically active salicylidenaminoalcohol compound and a copper compound.

    摘要翻译: 公开了式(1)的光学活性亚水杨基氨基醇化合物:其中R 1代表烷基等,R 2代表芳基等,和 当X 1代表硝基时,X 2是氢原子,当X 1表示氯原子时,X 2是氢原子, SUB>是氯原子,当X 1是氢原子时,X 2是氟原子; 并且由“*”表示的碳原子是具有S或R构型的不对称碳原子和由光学活性水杨酰氨基醇化合物和铜化合物制备的手性铜络合物。

    Process for production of formylcyclopropanecarboxylic ester
    7.
    发明申请
    Process for production of formylcyclopropanecarboxylic ester 审中-公开
    甲酰基环丙烷羧酸酯的制备方法

    公开(公告)号:US20050240050A1

    公开(公告)日:2005-10-27

    申请号:US10521158

    申请日:2003-07-04

    IPC分类号: C07C67/313 C07C69/74

    CPC分类号: C07C67/313 C07C69/757

    摘要: There is provided a production method of formylcyclopropanecarboxylate compound of formula (2): wherein R1 and R2 are as defined below, which comprises reacting a cyclopropanecarboxylate compound of formula (1): wherein and R1 represent a linear, branched or cyclic alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group, R2 represents a hydrogen atom or a methyl group, with at least one oxidizer selected from the group consisting of hypohalite, N-halosuccinimide, a trichloroisocyanuric acid, and iodine, in the presence of a nitroxy radical compound.

    摘要翻译: 提供式(2)的甲酰基环丙烷羧酸酯化合物的制备方法:其中R 1和R 2定义如下,其包括使式(1)的环丙烷羧酸酯化合物 ):其中和R 1表示直链,支链或环状烷基,取代或未取代的芳基或取代或未取代的芳烷基,R 2表示氢 在硝基自由基化合物的存在下与至少一种选自次卤酸盐,N-卤代琥珀酰亚胺,三氯异氰脲酸和碘的氧化剂反应。

    Optically active bisoxazoline compounds, production and use thereof
    8.
    发明授权
    Optically active bisoxazoline compounds, production and use thereof 有权
    光学活性的双恶唑啉化合物,其生产和使用

    公开(公告)号:US6072081A

    公开(公告)日:2000-06-06

    申请号:US128971

    申请日:1998-08-04

    摘要: An optically active bisoxazoline compound of the formula [I]: ##STR1## wherein R.sub.1 represents alkyl group, cycloalkyl group, aralkyl group, phenyl group which may be substituted or alkoxy group and two geminal alkyl groups may be joined together to form a cyclic structure;R.sub.2 represents alkyl group, cycloalkyl group, aralkyl group, phenyl group which may be substituted;R.sub.3 represents hydrogen atom, (C2-C4)alkyl group or cycloalkyl group; andthe asterisk * represents an asymmetric carbon atom.

    摘要翻译: 式[I]的光学活性双恶唑啉化合物:其中R1表示烷基,环烷基,芳烷基,可被取代的苯基或烷氧基和两个偕烷基可以连接在一起形成环状结构; R2代表烷基,环烷基,芳烷基,可被取代的苯基; R3表示氢原子,(C2-C4)烷基或环烷基; 星号*表示不对称碳原子。

    Process for producing optically active cyclopropanecaboxylic acid esters
    9.
    发明授权
    Process for producing optically active cyclopropanecaboxylic acid esters 失效
    光学活性环丙烷甲酸酯的制备方法

    公开(公告)号:US6011169A

    公开(公告)日:2000-01-04

    申请号:US113502

    申请日:1998-07-10

    IPC分类号: C07C67/347 C07C69/74

    CPC分类号: C07C67/347

    摘要: A process for producing an optically active cyclopropanecarboxylic acid ester which is characterized by reacting a prochiral olefin with a diazoacetic acid ester in the presence of a copper complex obtained by reacting an optically active bisoxazoline ligand with a copper compound.

    摘要翻译: 一种光学活性环丙烷羧酸酯的制备方法,其特征在于使前手性烯烃与重氮乙酸酯在光学活性双恶唑啉配体与铜化合物反应得到的铜络合物存在下反应。

    Method for producing optically active cyclopropanecarboxylate compound
    10.
    发明授权
    Method for producing optically active cyclopropanecarboxylate compound 失效
    光学活性环丙烷羧酸酯化合物的制备方法

    公开(公告)号:US07705165B2

    公开(公告)日:2010-04-27

    申请号:US11630802

    申请日:2005-06-30

    IPC分类号: C07D307/00 C07C61/04

    摘要: A method for producing an optically active cyclopropanecarboxylate compound represented by the formula (5): wherein R6, R7, R8 and R9 represent a C1-C6 alkyl group or the like and R10 represents a C1-C6 alkyl group, which comprises reacting an olefin represented by the formula (3): wherein R6, R7, R8 and R9 are as described above, with a diazoacetic acid ester represented by the formula (4): N2CHCO2R10  (4) wherein R10 is as described above, in the presence of an asymmetric copper complex obtained by mixing (A) at least one monovalent or divalent copper compound, (B) at least one optically active bisoxazoline compound represented by the formula (1):  wherein R1 and R2 represent a C1-C6 alkyl group or the like; R3 represents a tert-butyl group or the like; and R4 and R5 are the same and represent C1-C3 alkyl groups or the like, and (C) at least one fluorine compound represented by the formula (2): A-MF6  (2)  wherein A represents a trityl group or the like, and M represents a phosphorous atom or the like.

    摘要翻译: 一种制备由式(5)表示的光学活性环丙烷羧酸酯化合物的方法:其中R 6,R 7,R 8和R 9表示C 1 -C 6烷基等,R 10表示C 1 -C 6烷基,其包括使烯烃 由式(3)表示:其中R6,R7,R8和R9如上所述与由式(4)表示的重氮乙酸酯:N2CHCO2R10(4)其中R10如上所述,在 通过混合(A)至少一种一价或二价铜化合物,(B)至少一种由式(1)表示的光学活性双恶唑啉化合物得到的不对称铜配合物:其中R1和R2表示C1-C6烷基等 ; R3表示叔丁基等; 和(C)至少一种由式(2)表示的氟化合物:A-MF6(2)其中A表示三苯甲基或类似基团 ,M表示磷原子等。