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    • 1. 发明授权
    • Process for producing optical active 4-hydroxy-2-cyclopentenone
    • 光学活性4-羟基-2-环戊烯酮的制备方法
    • US5395977A
    • 1995-03-07
    • US31182
    • 1993-03-12
    • Fumio TodaYorihiko InoueMasayoshi Minai
    • Fumio TodaYorihiko InoueMasayoshi Minai
    • C07B53/00C07B57/00C07C45/78C07C45/85C07C49/707
    • C07C45/78C07C45/85
    • A process for producing optically active 4-hydroxy-2-cyclopentenone [1] which comprises reacting 4-hydroxy-2-cyclopentenone represented by the formula: ##STR1## with an optically active propargyl alcohol derivative represented by the general formula: ##STR2## wherein R and R.sup.1 each independently represent a halogenated phenyl group, an alkylphenyl group, or an alkyl group which may be substituted with one or more halogen atom(s), and * indicates an asymmetric carbon atom, to form an optically active complex [3] consisting essentially of optically active 4-hydroxy-2-cyclopentenone represented by the formula [1] ##STR3## wherein * indicates an asymmetric carbon atom, and the optically active propargyl alcohol derivative [2], and then decomposing the optically active complex [3].
    • 一种制备光学活性的4-羟基-2-环戊烯酮的方法[1],其包括使由下式表示的4-羟基-2-环戊烯酮与由下列通式表示的光学活性炔丙醇衍生物反应: 其中R和R 1各自独立地表示卤代苯基,烷基苯基或可以被一个或多个卤素原子取代的烷基,和*表示不对称碳原子以形成光学活性 基本上由式[1]表示的光学活性4-羟基-2-环戊烯酮[3]组成的复合物[3],其中*表示不对称碳原子和光学活性炔丙醇衍生物[2],然后 分解光学活性复合物[3]。
    • 2. 发明授权
    • Method for producing optically active 2-cyclopenten-4-one-1-ol esters,
2-cyclopenteno-4-one-1-ol ester and complexes thereof with optically
active 1,6-diphenyl-2,4-hexadiyne-1,6-diol
    • 光学活性的2-环戊烯-4-酮-1-醇酯,2-环戊烯-4-酮-1-醇酯及其与光学活性的1,6-二苯基-2,4-己二炔-1的配合物的制备方法, 6-二醇
    • US5041620A
    • 1991-08-20
    • US892103
    • 1986-08-04
    • Fumio TodaMasayoshi Minai
    • Fumio TodaMasayoshi Minai
    • C07C33/48C07C69/013C07C69/24C07C69/63C07C69/708
    • C07C69/63C07C33/48C07C69/013C07C69/24C07C69/708
    • A method for producing an optically active 2-cyclopenten-4-one-1-ol ester useful as an intermediate for medicines, agricultural chemicals and represented by the general formula (I), ##STR1## wherein R represents a saturated or unsaturated aliphatic hydrocarbon residue which may or may not be substituted with a halogen atom, and a mark * represents an asymmetric carbon,which comprises bringing a 2-cyclopenten-4-one-1-ol ester represented by the general formula ##STR2## wherein R represents a saturated or unsaturated aliphatic hydrocarbon residue which may or may not be substituted with a halogen atom, into contact with an optically active 1,6-diphenyl-2,4-hexadiyne-1,6-diol derivative represented by the general formula (II), ##STR3## wherein R' represents a halogenated phenyl, lower alkylphenyl, naphthyl or tertiary lower alkyl group, and a mark * represents an asymmetric carbon,in an organic solvent to obtain an optically active cyclopentenone ester complex which is a bound product of the optically active 2-cyclopenten-4-one-1-ol ester represented by the foregoing general formula (I) with the optically active 1,6-diphenyl-2,4-hexadiyne-1,6-diol derivative represented by the foregoing general formula (II), and then decomposing the resulting optically active cyclopentenone ester complex.
    • 可用作药物,农药中间体的光学活性2-环戊烯-4-酮-1-醇酯的方法,由通式(I)表示,其中R表示饱和或 不饱和脂肪族烃残基,其可以被卤素原子取代,也可以不被卤原子取代,标记*表示不对称碳,该方法包括使由通式表示的2-环戊烯-4-酮-1-醇酯 R表示可以或可以不被卤素原子取代的饱和或不饱和脂肪族烃残基,与通式(1)表示的光学活性1,6-二苯基-2,4-己二炔-1,6-二醇衍生物接触, (II),其中R'表示卤代苯基,低级烷基苯基,萘基或叔低级烷基,标记*表示不对称碳,在有机溶剂中得到光学活性环戊烯酮酯络合物,其中 是一个有限的亲 由上述通式(I)表示的光学活性2-环戊烯-4-酮-1-醇酯与光学活性1,6-二苯基-2,4-己二炔-1,6-二醇衍生物的管道,由 前述通式(II),然后分解得到的光学活性环戊烯酮酯络合物。
    • 8. 发明授权
    • Optically active propargyl alcohol derivative and a method for
preparation of the same
    • 光学活性炔丙醇衍生物及其制备方法
    • US4467102A
    • 1984-08-21
    • US553644
    • 1983-11-21
    • Fumio TodaKoichi Tanaka
    • Fumio TodaKoichi Tanaka
    • C07B31/00C07B57/00C07C27/00C07C29/44C07C29/88C07C33/28C07C33/48C07C67/00C07D333/16C07D333/00
    • C07D333/16C07C29/44C07C33/28C07C33/48
    • An optically active propargyl alcohol derivative of the formula (I) ##STR1## wherein X=phenyl or thienyl and R=lower alkyl, halogenated methyl, phenyl or substituted phenyl having at least one lower alkyl radical and or halogen atom, is prepared by contacting a racemic modification of l- and d-isomers of the formula (I) with l-brucine in an organic solvent, by separating the resultant deposited diastereomer from a solution containing the resultant other diastereomer in the organic solvent, by decomposing each diastereomer with an aqueous mineral acid solution in the presence of an organic solvent capable of dissolving the corresponding optically active isomer dissociated from the diastereomer and incompatible with water so as to allow the optically active isomer to be dissolved in the water-incompatible organic solvent, and by recovering the optically active isomer from the solution thereof.
    • 式(I)的光学活性炔丙醇衍生物其中X =苯基或噻吩基,R =低级烷基,卤代甲基,苯基或具有至少一个低级烷基和/或卤素原子的取代苯基是 通过在有机溶剂中使式 - (I)的1-和D-异构体的外消旋改性物与1-羧酸接触,通过将所得到的沉积的非对映异构体与含有所得的其它非对映异构体的溶液在有机溶剂中分离, 在无机酸溶液存在下,在有机溶剂的存在下,能够溶解与非对映异构体解离的相应的光学活性异构体并且与水不相容,以使光学活性异构体溶解在与水不相容的有机溶剂中,以及 通过从其溶液中回收旋光异构体。