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    Optically active aromatic carboxylic acid derivatives and process for producing the same
    34.
    发明授权
    Optically active aromatic carboxylic acid derivatives and process for producing the same 失效
    光学活性芳族羧酸衍生物及其制备方法

    公开(公告)号：US5019298A

    公开(公告)日：1991-05-28

    申请号：US186020

    申请日：1988-04-25

    申请人： Masayoshi Minai ,  Takayuki Higashii

    发明人： Masayoshi Minai ,  Takayuki Higashii

    IPC分类号： C07C65/24 ,  C07C69/76 ,  C12P7/42 ,  C12P41/00

    CPC分类号： C12P7/42 ,  C07C65/24 ,  C07C69/76 ,  C12P41/00

    摘要： Disclosed are optically active aromatic carboxylic acid derivatives represented by the formula (I): ##STR1## (wherein R.sub.2 represents an alkoxyalkyl group having 1 to 20 carbon atoms or an alkyl group having 1 to 20 carbon atoms, which alkyl group may be substituted with a halogen atom; represents a number of 1 or 2; m represents a number of 0 or 1; and * indicates asymmetric carbon atom) and a process for producing such derivatives through the following reaction steps: ##STR2## The optically active aromatic carboxylic acid derivatives represented by the above-described formula (I) are useful as a liquid crystal material and can be also utilized as an intermeidate for the preparation of pharmaceuticals, agricultural chemicals and the like.

    摘要翻译： 公开了由式（I）表示的光学活性芳族羧酸衍生物：其中R 2表示碳原子数1〜20的烷氧基烷基或碳原子数1〜20的烷基，该烷基可以 被卤素原子取代;数为1或2; m表示0或1的数; *表示不对称碳原子），以及通过以下反应步骤制备该衍生物的方法：＆lt; IMAGE＆gt; +图像光学活性芳族羧酸衍生物（I）。 由上述式（I）表示的光学活性芳族羧酸衍生物可用作液晶材料，也可用作制备药物，农药等的中间体。

    Process for preparing haloketo acid derivatives
    35.
    发明授权
    Process for preparing haloketo acid derivatives 失效
    制备卤代酸衍生物的方法

    公开(公告)号：US5268501A

    公开(公告)日：1993-12-07

    申请号：US988432

    申请日：1992-12-09

    申请人： Takaharu Ikeda ,  Seiichi Kai ,  Masayoshi Minai

    发明人： Takaharu Ikeda ,  Seiichi Kai ,  Masayoshi Minai

    IPC分类号： C07C67/313 ,  C07C67/343 ,  C07C69/716 ,  C07C251/38 ,  C07C229/06

    CPC分类号： C07C251/38 ,  C07C67/313 ,  C07C67/343 ,  C07C69/716

    摘要： Process for preparing haloketo acid derivatives [I]: ##STR1## wherein R is H or C.sub.1-6 alkyl, and X is chlorine or bromine, which comprises reacting .beta.-oxo-acid ester [II]: ##STR2## wherein R.sup.1 is H or C.sub.1-6 alkyl, R.sup.2 is C.sub.1-5 alkyl or OR.sup.3 (R.sup.3 is C.sub.1-6 alkyl), and X is the same as above, with nitrosating agent [IV]:ONOR.sup.4 [IV]wherein R.sup.4 is H, alkyl, halogen or SO.sub.3 H to give 7-halo-2-hydroxyminoheptanoic acid ester [III]: ##STR3## wherein R.sup.1 and X are the same as above, following by reacting the product with aldehyde or ketone; and intermediates therefor, and process for preparing said intermediates. Said haloketo acid derivatives are useful as intermediate for synthesis of cilastatin, which is useful as medicament, especially as dehydropeptidase inhibitor.

    摘要翻译： 制备卤代羧酸衍生物的方法[I]：其中R是H或C 1-6烷基，X是氯或溴，其包括使β-氧代酸酯[II]： II]其中R 1是H或C 1-6烷基，R 2是C 1-5烷基或OR 3（R 3是C 1-6烷基），X与上述相同，与亚硝化剂[Ⅳ]：ONOR4 [Ⅳ]其中R4 是H，烷基，卤素或SO 3 H，得到7-卤代-2-羟基乙酸庚酯。[III]：其中R1和X与上述相同，然后使产物与醛或酮反应; 及其中间体，以及制备所述中间体的方法。 所述卤代酸衍生物可用作合成西司他丁的中间体，其可用作药物，特别是作为脱氢肽酶抑制剂。

    Process for preparing haloketo acid derivatives
    36.
    发明授权
    Process for preparing haloketo acid derivatives 失效
    制备卤代酸衍生物的方法

    公开(公告)号：US5202467A

    公开(公告)日：1993-04-13

    申请号：US651971

    申请日：1991-02-07

    申请人： Takaharu Ikeda ,  Seiichi Kai ,  Masayoshi Minai

    发明人： Takaharu Ikeda ,  Seiichi Kai ,  Masayoshi Minai

    IPC分类号： C07C67/313 ,  C07C67/343 ,  C07C69/716 ,  C07C251/38

    CPC分类号： C07C69/716 ,  C07C251/38 ,  C07C67/313 ,  C07C67/343

    摘要： Process for preparing haloketo acid derivatives [I]: ##STR1## wherein R is H or C.sub.1-6 alkyl, and X is chlorine or bromine, which comprises reacting .beta.-oxo-acid ester [II]: ##STR2## wherein R.sup.1 is C.sub.1-6 alkyl, R.sup.2 is C.sub.1-5 alkyl or OR.sup.3 (R.sup.3 is C.sub.1-6 alkyl), and X is the same as above, with nitrosating agent [IV]:ONOR.sup.4 [IV]wherein R.sup.4 is H, alkyl, halogen or SO.sub.3 H to give 7-halo-2-hydroxyiminoheptanoic acid ester [III]: ##STR3## wherein R.sup.1 and X are the same as above, followed by reacting the product with aldehyde or ketone; and intermediates therefor, and process for preparing said intermediates. Said haloketo acid derivatives are useful as intermediate for synthesis of cilastatin, which is useful as medicament, especially as dehydropeptidase inhibitor.

    Method for inversion of optically active 4-hydroxy-2-cyclopentenones
    38.
    发明授权
    Method for inversion of optically active 4-hydroxy-2-cyclopentenones 失效
    光学活性4-羟基-2-环戊烯酮的反转方法

    公开(公告)号：US4683323A

    公开(公告)日：1987-07-28

    申请号：US758801

    申请日：1985-07-25

    申请人： Masayoshi Minai ,  Yuji Ueda

    发明人： Masayoshi Minai ,  Yuji Ueda

    IPC分类号： C07C45/64 ,  C07C45/67 ,  C07C49/707 ,  C07C203/08 ,  C07C309/63 ,  C07C143/68

    CPC分类号： C07C201/02 ,  C07C303/28 ,  C07C45/64 ,  C07C45/673 ,  C07B2200/07 ,  C07C2101/08

    摘要： By hydrolyzing a sulfonic acid ester or a nitric acid ester of an optically active 4-hydroxy-2-cyclopentenone, the steric inversion of the hydroxyl group at the 4-position of the cyclopentenone mentioned above is effected.4-hydroxy-2-cyclopentenone is useful as a raw material of prostaglandins (natural substance is an (R)-substance) having stimulative action to uterine muscle and vasodilator action. For instance, 4(S)-hydroxy-2-cyclopentenone can be configurationally inverted to R-isomer. Accordingly, this method is extremely meaningful in the synthesis of prostaglandins.

    摘要翻译： 通过水解光学活性的4-羟基-2-环戊烯酮的磺酸酯或硝酸酯，可以实现上述环戊烯酮在4-位的羟基的立体倒置。 4-羟基-2-环戊烯酮可用作具有对子宫肌肉和血管扩张剂作用的刺激作用的前列腺素（天然物质是（R））的原料。 例如，可以将4（S） - 羟基-2-环戊烯酮构型反转成R-异构体。 因此，这种方法在前列腺素的合成中是非常有意义的。

    Process for preparing optically active 4-hydroxy-2-cyclopentenones
    39.
    发明授权
    Process for preparing optically active 4-hydroxy-2-cyclopentenones 失效
    光学活性4-羟基-2-环戊烯酮的制备方法

    公开(公告)号：US4714782A

    公开(公告)日：1987-12-22

    申请号：US700890

    申请日：1985-02-12

    申请人： Masayoshi Minai ,  Yuji Ueda

    发明人： Masayoshi Minai ,  Yuji Ueda

    IPC分类号： C07C45/67 ,  C07C45/78 ,  C07C45/79 ,  C07C45/81 ,  C07D307/93

    CPC分类号： C07D307/93 ,  C07C45/673 ,  C07C45/78 ,  C07C45/79 ,  C07C45/81

    摘要： 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.

    摘要翻译： 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。

    Phenylacetylene compound, liquid crystal composition, and liquid crystal element produced with the same
    40.
    发明授权
    Phenylacetylene compound, liquid crystal composition, and liquid crystal element produced with the same 失效
    苯乙炔化合物，液晶组合物，及其制造的液晶元件

    公开(公告)号：US06623810B2

    公开(公告)日：2003-09-23

    申请号：US09840983

    申请日：2001-04-25

    申请人： Chizu Sekine ,  Koichi Fujisawa ,  Kazunori Iwakura ,  Masayoshi Minai

    发明人： Chizu Sekine ,  Koichi Fujisawa ,  Kazunori Iwakura ,  Masayoshi Minai

    IPC分类号： C09K1942

    CPC分类号： C07C25/24 ,  C07C22/08 ,  C07C255/50 ,  C07C309/65 ,  C07C2601/14 ,  C09K19/18 ,  Y10T428/10

    摘要： The present invention provides novel phenylacetylene compounds, liquid crystal compositions having a large refractive index anisotropy (&Dgr;n), and liquid crystal elements produced with the same. The liquid crystal composition contains at least one compound of formula (3A), and at least one compound selected from the group consisting of compounds of any one of formulae (3B) to (3C), wherein A1 to A12: alkyl group optionally substituted with F; R1, R2: H, F; A13 to A24: H, F; m: 0 or 1; Rings A to D: 1,4-phnylene, 1,4-cyclohexylene; R5, R6: H, F; Z1 to Z3: —COO—, —OCO—; b to d: 0 or 1 with b+c+d□1; B1 to B12: alkyl or alkoxy group; R7, R8: H, F:

    摘要翻译： 本发明提供了新的苯乙炔化合物，具有大的折射率各向异性（Deltan）的液晶组合物和由其生产的液晶元件。 液晶组合物含有至少一种式（3A）化合物和至少一种选自式（3B）至（3C）中任一项的化合物的化合物，其中A 1至A 12， ：任选被F取代的烷基; R 1，R 2：H，F; A <13>至A 24：H，F; m：0或1; 环A至D：1,4-亚苯基，1,4-亚环己基; R 5，R 6：H，F; Z 1至Z 3：-COO - ， - OCO-; b至d：0或1，b + c + d□1; B 1至B 12：烷基或烷氧基; R 7，R 8：H，F：