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    • 63. 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。
    • 65. 发明授权
    • Process for preparing optically active 4-hydroxy-2-cyclopentenones
    • 光学活性4-羟基-2-环戊烯酮的制备方法
    • US4714782A
    • 1987-12-22
    • US700890
    • 1985-02-12
    • Masayoshi MinaiYuji Ueda
    • Masayoshi MinaiYuji Ueda
    • C07C45/67C07C45/78C07C45/79C07C45/81C07D307/93
    • C07D307/93C07C45/673C07C45/78C07C45/79C07C45/81
    • A process for preparing an optically active 2-substituted or unsubstituted-4-hydroxy-2-cyclopentenone of the formula: ##STR1## wherein R is a hydrogen atom, an allyl group or a propargyl group, which comprises reacting the corresponding 2-substituted or unsubstituted-4-hydroxy-2-cyclopentenone of the formula: ##STR2## wherein R is defined above with a lactone chosen from (1R,5S)-6,6-dimethyl-4-hydroxy-3-oxabicyc lo[3.1.0]hexan-2-one or (1S,5R)-6,6-dimethyl-4-hydroxy-3-oxabicyclo[3.1.0]hexan-2-one in a molar ratio of 1.5 - 2:1 in the presence of p-toluenesulfonic acid or benzenesulfonic acid in the coexistence of an organic solvent under elimination of water as an azeotropic mixture with the organic solvent to obtain a reaction mixture comprising (1R,5S)-6,6-dimethyl-3-oxa-4(R)-[1(R)-4-oxo-2-substituted or unsubstituted-2-cyclopentenyloxy]bicyclo[3.1.0]hexan-2-one or (1S,5R)-6,6-dimethyl-3-oxa-4(S)-[1(S)-4-oxo-2-substituted or unsubstituted-2-cyclopentenyloxy]bicyclo[3.1.0]hexan-2-one of the formula: ##STR3## wherein R is as defined above, of which either one isomer is contained in a considerably larger amount than the other isomer, separating the isom er having the larger content from the reaction mix ture and hydrolyzing the separated isomer to give the optically active 2-substituted or unsubstituted-4-hydrox y-2-cyclopentenone.
    • 制备下式的光学活性2-取代或未取代的4-羟基-2-环戊烯酮的方法:其中R是氢原子,烯丙基或炔丙基,其包括使相应的2-取代的 或下式所示的未取代的4-羟基-2-环戊烯酮:其中R定义如上,其中内酯选自(1R,5S)-6,6-二甲基-4-羟基-3-氧杂双环[3.1。 0]己-2-酮或(1S,5R)-6,6-二甲基-4-羟基-3-氧杂双环[3.1.0]己烷-2-酮,其摩尔比为1.5-2:1 的对甲苯磺酸或苯磺酸在与有机溶剂的共沸混合物中除去水作为有机溶剂共存,得到包含(1R,5S)-6,6-二甲基-3-氧杂-4 (R) - [1(R)-4-氧代-2-取代或未取代的-2-环戊烯氧基]双环[3.1.0]己-2-酮或(1S,5R)-6,6-二甲基-3- 氧杂-4(S) - [1(S)-4-氧代-2-取代或未取代的-2-环戊烯氧基]双环[3.1.0]己-2-酮 其中R如上所定义,其中一种异构体的含量比其他异构体大得多,从反应混合物中分离具有较大含量的等分子并水解分离的异构体,得到 光学活性的2-取代或未取代的-4-羟基-2-环戊烯酮。
    • 70. 发明授权
    • Diheterocyclic esters of 4-(1,1-bis-(phenoxy-propionic or -butoyric
acid)-cyclohexane).alpha.-methyl substituted
    • 4-(1,1-双 - (苯氧基 - 丙酸) - 环己烷)(60-甲基取代的)的二杂环酯
    • US4092324A
    • 1978-05-30
    • US716666
    • 1976-08-23
    • Yoshio SuzukiMasayoshi MinaiNoritaka HammaEiichi MurayamaShunji Aono
    • Yoshio SuzukiMasayoshi MinaiNoritaka HammaEiichi MurayamaShunji Aono
    • C07D211/46C07D213/30C07D213/75C07D213/55
    • C07D213/30C07D211/46C07D213/75
    • Bisphenoxy carboxylic acid derivatives useful as an antiarteriosclerosis agent with good absorbability and low toxicity, which are novel compounds represented by the general formula, ##STR1## wherein R.sub.1 and R.sub.2 represent hydrogen atoms or lower alkyl groups and A preresents ##STR2## (wherein in case R.sub.3 is a hydrogen atom, R.sub.4 represents an amino-lower-alkyl group, an N-lower-alkylaminoalkyl group, a heterocyclic group, or a heterocyclic group-substituted alkyl group; or R.sub.3 and R.sub.4 may join through an intermediary hetero atom to form a heterocyclic group and if said hetero atom is a nitrogen atom, this nitrogen atom can bear a lower alkyl group as a substituent) or ##STR3## (wherein R.sub.5 represents a hydrogen atom, a hydroxyalkyl group or a derivative thereof, and R.sub.6 represents a hydroxyalkyl group or a heterocyclic group; or R.sub.5 and R.sub.6 may join to form a cyclic group, or may join through another intermediary hetero atom to form a heterocyclic group and if said hetero atom is a nitrogen atom, this nitrogen atom can bear a lower alkyl group as a substituent).
    • 作为具有良好吸收性和低毒性的抗动脉硬化剂的双苯氧基羧酸衍生物,它们是由通式表示的新化合物,其中R 1和R 2表示氢原子或低级烷基,并且A表示( 其中,在R 3为氢原子的情况下,R 4表示氨基 - 低级烷基,N-低级烷基氨基烷基,杂环基或杂环基取代的烷基;或者,R 3和R 4可以通过中间杂原子 原子形成杂环基,如果所述杂原子是氮原子,则该氮原子可以具有作为取代基的低级烷基)或者其中R5表示氢原子,羟烷基或其衍生物,和 R6表示羟基烷基或杂环基;或者R5和R6可以连接形成环状基团,或者可以通过另一个中间杂原子连接形成杂环基,如果所述杂原子是氮原子 ,该氮原子可以具有低级烷基作为取代基)。