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1. 发明公开

EP0576834A2 Process for producing optically active 1,2-diol derivatives 失效
标题翻译：一种制备光学活性的1,2-二醇衍生物的方法。
公开(公告)号：EP0576834A2
公开(公告)日：1994-01-05
申请号：EP93108575.7
申请日：1993-05-27
申请人： KUREHA KAGAKU KOGYO KABUSHIKI KAISHA
发明人： Takahashi, Eisaku , Kimura, Takashi , Kumazawa, Satoru
IPC分类号： C12P41/00 , C12P7/22 , C07D233/60 , C07D249/08 , C07C35/06 , C07C35/48 , C07C205/19 , C07C255/53 , C07C309/63
CPC分类号： C07D231/12 , C07B57/00 , C07B2200/07 , C07C303/28 , C07C2601/08 , C07D233/56 , C07D249/08 , C12P7/22 , C12P41/004 , Y10S435/874 , Y10S435/921 , C07C309/66
摘要： In the present invention, an optically active cis type 1,2-diol derivative of the following formula (I) is produced by reacting a cis type 1,2-diol derivative of the formula (I) with a carboxylic acid derivative of the formula (II) in the presence of a lipase:

wherein R 1 and R 2 independently represent hydrogen atom or an alkyl group, X represents a halogen atom, a nitro group, a cyano group, an alkyl group, a haloalkyl group, or a phenyl group, and n represents an integer of from 0 to 5; R 3 represents a C 1 - C 10 alkyl group or an aryl group, and R 4 represents a hydrogen atom, a C 1 - C 5 alkyl group, a C 2 - C 4 alkenyl group, or COR 3 .
The cis type means that the bond between the cyclopentane ring and the hydroxy group and the bond between the cyclopentane ring and the benzyl group reside in the same direction as that portrayed on the paper.
The optically active cis type 1,2-diol derivative is used as an intermediate for producing an optically active cis type azole derivative of the formula (VII).

2. 发明公开

EP0655504A2 Process for optical resolution of 1,2-diol derivatives 失效
标题翻译： OptischesAuflösungsverfahrenvon 1,2-Diol-Derivaten。
公开(公告)号：EP0655504A2
公开(公告)日：1995-05-31
申请号：EP94118512.6
申请日：1994-11-24
申请人： KUREHA KAGAKU KOGYO KABUSHIKI KAISHA
发明人： Takahashi, Eisaku , Kimura, Takashi , Kumazawa, Satoru
IPC分类号： C12P41/00 , C12P7/62
CPC分类号： C12P7/62 , C12P41/004
摘要： This invention provides a process for producing an optically active 1,2-diol derivative by optical resolution. The optically active 1,2-diol derivative of the formula (I) which is capable of utilizing as an intermediate of fungicidal optically-active azole derivatives can be produced by esterifying a 1,2-diol derivative of the formula (I) as a substrate with a carboxylic acid derivative of the formula (II) as a reagent in the presence of a lipase as a catalyst.

wherein R 1 is C1 - C5 alkyl group, C3 - C7 cycloalkyl group or C1 - C5 haloalkyl group, R 2 is C1 - C3 alkyl group substituted by a phenyl group which may have one or two halogen atoms and/or C1 - C4 alkyl groups, C2 - C3 alkenyl group substituted by a phenyl group which may have one or two halogen atoms and/or C1 - C4 alkyl groups, or C1 - C3 alkyl group substituted by a phenoxy group which may have one or two halogen atoms and/or C1 - C4 alkyl groups, R 3 is C1 - C10 alkyl group or aryl group, and R 4 is hydrogen atom, C1 - C5 alkyl group, C2 - C4 alkenyl group or COR 3 .
摘要翻译：本发明提供了通过光学拆分制造光学活性1,2-二醇衍生物的方法。可以利用作为杀真菌的光学活性唑衍生物的中间体的式（I）的光学活性1,2-二醇衍生物可以通过将式（I）的1,2-二醇衍生物酯化为在作为催化剂的脂肪酶存在下，用式（II）的羧酸衍生物作为试剂的底物。其中R 1为C 1 -C 5烷基，C 3 -C 7环烷基或C 1 -C 5卤代烷基，R 2为被可具有一个或两个卤素原子的苯基取代的C 1 -C 3烷基和/或C 1 -C 4烷基，被可具有一个或两个卤素原子和/或C 1 -C 4烷基的苯基取代的C 2 -C 3烯基或被苯氧基取代的C 1 -C 3烷基，一个或两个卤素原子和/或C 1 -C 4烷基，R 3是C 1 -C 10烷基或芳基，R 4是氢原子，C 1 -C 5烷基，C 2 -C 4烯基或COR 3 。

3. 发明公开

EP0576834A3 Process for producing optically active 1,2-diol derivatives 失效
标题翻译：维生素DURO-DIVI-DIVI生物学家。
公开(公告)号：EP0576834A3
公开(公告)日：1995-01-11
申请号：EP93108575.7
申请日：1993-05-27
申请人： KUREHA KAGAKU KOGYO KABUSHIKI KAISHA
发明人： Takahashi, Eisaku , Kimura, Takashi , Kumazawa, Satoru
IPC分类号： C12P41/00 , C12P7/22 , C07D233/60 , C07D249/08 , C07C35/06 , C07C35/48 , C07C205/19 , C07C255/53 , C07C309/63
CPC分类号： C07D231/12 , C07B57/00 , C07B2200/07 , C07C303/28 , C07C2601/08 , C07D233/56 , C07D249/08 , C12P7/22 , C12P41/004 , Y10S435/874 , Y10S435/921 , C07C309/66
摘要： In the present invention, an optically active cis type 1,2-diol derivative of the following formula (I) is produced by reacting a cis type 1,2-diol derivative of the formula (I) with a carboxylic acid derivative of the formula (II) in the presence of a lipase:

wherein R 1 and R 2 independently represent hydrogen atom or an alkyl group, X represents a halogen atom, a nitro group, a cyano group, an alkyl group, a haloalkyl group, or a phenyl group, and n represents an integer of from 0 to 5; R 3 represents a C 1 - C 10 alkyl group or an aryl group, and R 4 represents a hydrogen atom, a C 1 - C 5 alkyl group, a C 2 - C 4 alkenyl group, or COR 3 . The cis type means that the bond between the cyclopentane ring and the hydroxy group and the bond between the cyclopentane ring and the benzyl group reside in the same direction as that portrayed on the paper. The optically active cis type 1,2-diol derivative is used as an intermediate for producing an optically active cis type azole derivative of the formula (VII).
摘要翻译：在本发明中，通式（I）的顺式1,2-二醇衍生物与式（I）的顺式1,2-二醇衍生物与式（II）在脂肪酶存在下：其中R 1和R 2独立地表示氢原子或烷基，X表示卤素原子，硝基，氰基，烷基，卤代烷基或苯基，n表示0〜5的整数， R 3表示C1-C10烷基或芳基，R 4表示氢原子，C1-C5烷基，C2-C4烯基或COR3。顺式是指环戊烷环与羟基之间的键和环戊烷环与苄基之间的键位于与纸上描绘的方向相同的方向。光学活性顺式1,2-二醇衍生物用作制备式（Ⅶ）的光学活性顺式吡咯衍生物的中间体。

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