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    Preparation process of .beta.-chloroalanine
    2.
    发明授权
    Preparation process of .beta.-chloroalanine 失效
    β-氯丙氨酸的制备方法

    公开(公告)号：US4484003A

    公开(公告)日：1984-11-20

    申请号：US459634

    申请日：1982-12-29

    申请人： Masaharu Ohoka ,  Toshio Katoh ,  Ryuichi Mita ,  Nobuyuki Kawashima ,  Chojiro Higuchi ,  Nobuhiro Kawashima ,  Akihiro Yamaguchi ,  Shousuke Nagai ,  Takao Takano

    发明人： Masaharu Ohoka ,  Toshio Katoh ,  Ryuichi Mita ,  Nobuyuki Kawashima ,  Chojiro Higuchi ,  Nobuhiro Kawashima ,  Akihiro Yamaguchi ,  Shousuke Nagai ,  Takao Takano

    IPC分类号： C07C227/14 ,  C07C51/363

    CPC分类号： C07C227/14

    摘要： .beta.-Chloroalanine is prepared by reacting in an aqueous medium an aziridine-2-carboxylate with hydrogen chloride in an amount of 2.0-5.0 moles per mole of the aziridine-2-carboxyalte and causing the thus-formed .beta.-chloroalanine to selectively crystallize out from the liquid reaction mixture. Since the solution recovered after the isolation of the crystallized .beta.-chloroalanine still contains .beta.-chloroalanine and by-produced .alpha.-chloro-.beta.-alanine dissolved therein, they may be converted into an aziridine-2-carboxylate by treating them with a base to recirculate it for reuse.

    摘要翻译： PCT No.PCT / JP82 / 00174 Sec。 1982年12月29日第 102（e）1982年12月29日日期PCT提交1982年5月17日PCT公布。 公开号WO82 / 04043 日期：1982年11月25日。β-氯丙氨酸通过在水性介质中的氮丙啶-2-羧酸酯与每摩尔氮丙啶-2-羧酸酯为2.0-5.0摩尔的氯化氢反应制备，并引起如此形成的 β-氯丙氨酸从液体反应混合物中选择性地结晶出来。 由于在分离结晶的β-氯丙氨酸后回收的溶液仍然含有β-氯丙氨酸和副产的α-氯代-β-丙氨酸溶解在其中，它们可以通过用碱处理而转化成氮丙啶-2-羧酸酯 再循环使其重新使用。

    Production of DL-serine
    3.
    发明授权
    Production of DL-serine 失效
    生产DL-丝氨酸

    公开(公告)号：US4304933A

    公开(公告)日：1981-12-08

    申请号：US212102

    申请日：1980-12-02

    申请人： Ryuichi Mita ,  Chojiro Higuchi ,  Toshio Kato ,  Nobuyuki Kawashima ,  Akihiro Yamaguchi ,  Shosuke Nagai ,  Takao Takano

    发明人： Ryuichi Mita ,  Chojiro Higuchi ,  Toshio Kato ,  Nobuyuki Kawashima ,  Akihiro Yamaguchi ,  Shosuke Nagai ,  Takao Takano

    IPC分类号： C07D203/08 ,  C07C101/30

    CPC分类号： C07D203/08

    摘要： Production of DL-serine by heating a strong acid type cation exchange resin having aziridine-2-carboxylic acid absorbed thereto. Specifically, an industrial process for producing DL-serine is provided which comprises treating an alpha-halogeno-beta-aminopropionitrile or its mineral acid salt in water or a water-containing organic solvent with an alkali or alkaline earth metal hydroxide to form an alkali or alkaline earth metal aziridine-2-carboxylate, treating the reaction mixture with a strong acid type cation exchange resin to cause adsorption of aziridine-2-carboxylic acid, and thereafter heating the cation-exchange resin.

    摘要翻译： 通过加热其中吸收有氮丙啶-2-羧酸的强酸型阳离子交换树脂来生产DL-丝氨酸。 具体地，提供了用于生产DL-丝氨酸的工业方法，其包括用碱金属或碱土金属氢氧化物处理α-卤代-β-氨基丙腈或其在水或含水有机溶剂中的无机酸盐以形成碱或 碱土金属氮丙啶-2-羧酸盐，用强酸型阳离子交换树脂处理反应混合物以引起氮丙啶-2-羧酸的吸附，然后加热阳离子交换树脂。

    Cyclization process for producing aziridine-2-carboxylic acid or its salts
    4.
    发明授权
    Cyclization process for producing aziridine-2-carboxylic acid or its salts 失效
    制备氮丙啶-2-羧酸或其盐的环化方法

    公开(公告)号：US4393000A

    公开(公告)日：1983-07-12

    申请号：US214728

    申请日：1980-12-09

    申请人： Ryuichi Mita ,  Chojiro Higuchi ,  Toshio Kato ,  Nobuyuki Kawashima ,  Akihiro Yamaguchi ,  Shosuke Nagai ,  Takao Takano

    发明人： Ryuichi Mita ,  Chojiro Higuchi ,  Toshio Kato ,  Nobuyuki Kawashima ,  Akihiro Yamaguchi ,  Shosuke Nagai ,  Takao Takano

    IPC分类号： C07D203/02 ,  C07D203/08

    CPC分类号： C07D203/08

    摘要： A process for producing aziridine-2-carboxylic acid or its salts is provided which comprises treating an alpha-halogeno-beta-aminopropionitrile or its mineral acid salt with an alkali or alkaline earth metal hydroxide in water or in a water-containing organic solvent. In a preferred embodiment, aziridine-2-carboxylic acid or its salt is produced by treating the reaction mixture containing an alpha-halogeno-beta-aminopropionitrile obtained by reacting an alpha, beta-dihalogenopropionitrile or an alpha-halogenoacrylonitrile with ammonia, with an alkali or alkaline earth metal hydroxide in the presence of water without isolating the alpha-halogeno-beta-aminopropionitrile from the reaction mixture beforehand.

    摘要翻译： 提供了制备氮丙啶-2-羧酸或其盐的方法，其包括用碱金属或碱土金属氢氧化物在水或含水有机溶剂中处理α-卤代-β-氨基丙腈或其无机酸盐。 在优选的实施方案中，通过将含有通过α，β-二卤代丙腈或α-卤代丙烯腈与氨反应得到的α-卤代-β-氨基丙腈的反应混合物与碱反应制备氮丙啶-2-羧酸或其盐， 或碱土金属氢氧化物在水的存在下预先从反应混合物中分离α-卤代-β-氨基丙腈。

    Preparation process of .alpha.-L-aspartyl-L-phenylalanine methyl ester or hydrochloride thereof
    5.
    发明授权
    Preparation process of .alpha.-L-aspartyl-L-phenylalanine methyl ester or hydrochloride thereof 失效
    α-L-天冬氨酰-L-苯丙氨酸甲酯或其盐酸盐的制备方法

    公开(公告)号：US4780561A

    公开(公告)日：1988-10-25

    申请号：US131268

    申请日：1987-12-09

    申请人： Ryuichi Mita ,  Takeshi Oura ,  Toshio Katoh ,  Chojiro Higuchi ,  Akihiro Yamaguchi

    发明人： Ryuichi Mita ,  Takeshi Oura ,  Toshio Katoh ,  Chojiro Higuchi ,  Akihiro Yamaguchi

    IPC分类号： C07K5/06 ,  C07K5/075 ,  C07C103/52 ,  C07C102/00

    CPC分类号： C07K5/0613 ,  Y10S530/801

    摘要： Disclosed herein is a process for preparing .alpha.-L-aspartyl-L-phenylalanine methyl ester or its hydrochloride from 5-benzyl-3,6-dioxo-2-piperazine acetic acid or its methyl ester, prepared without using L-penylalanine methyl ester which involves problems in its stability, as a raw material. Specifically, the process comprises: bringing 5-benzyl-3,6-dioxo-2-piperazine acetic acid in the presence of methanol or 5-benzyl-3,6-dioxo-2-piperazine acetic acid methyl ester in the presence or absence of methanol into contact with hydrochloric acid; isolating the thereby deposited .alpha.-L-aspartyl-L-phenylalanine methyl ester hydrochloride; and neutralizing said hydrochloride with an alkali as required. Preparation processes of 5-benzyl-3,6-dioxo-2-piperazine acetic acid or its methyl ester are also disclosed.

    摘要翻译： 本文公开了一种从不使用L-青霉素甲酯制备的5-苄基-3,6-二氧代-2-哌嗪乙酸或其甲酯制备α-L-天冬氨酰基-L-苯丙氨酸甲酯或其盐酸盐的方法 这涉及到其稳定性问题，作为原料。 具体地说，该方法包括：在甲醇或5-苄基-3,6-二氧代-2-哌嗪乙酸甲酯的存在下，在存在或不存在下，使5-苄基-3,6-二氧代-2-哌嗪乙酸 的甲醇与盐酸接触; 分离由此沉积的α-L-天冬氨酰-L-苯丙氨酸甲酯盐酸盐; 并根据需要用碱中和所述盐酸盐。 还公开了5-苄基-3,6-二氧代-2-哌嗪乙酸或其甲酯的制备方法。

    Preparation process of .alpha.-l-aspartyl-l-phenyl-alanine methyl ester or hydrohalide thereof
    7.
    发明授权
    Preparation process of .alpha.-l-aspartyl-l-phenyl-alanine methyl ester or hydrohalide thereof 失效
    α-1-天冬氨酰基-1-苯基 - 丙氨酸甲酯或其氢卤化物的制备方法

    公开(公告)号：US4918216A

    公开(公告)日：1990-04-17

    申请号：US357618

    申请日：1989-05-25

    申请人： Ryuichi Mita ,  Toshio Katoh ,  Chojiro Higuchi ,  Takeshi Oura ,  Akihiro Yamaguchi

    发明人： Ryuichi Mita ,  Toshio Katoh ,  Chojiro Higuchi ,  Takeshi Oura ,  Akihiro Yamaguchi

    IPC分类号： A23L27/30 ,  C07K1/02 ,  C07K5/06 ,  C07K5/075

    CPC分类号： C07K5/0613

    摘要： .alpha.-L-aspartyl-L-phenylalanine methyl ester or the hydrohalide thereof is prepared by esterifying .alpha.-L-aspartyl-L-phenylalanine or .alpha.-L-aspartyl-L-phenylalanine which has been formed in situ by treating an N-protected-.alpha.-L-aspartyl-L-phenylalanine in an aqueous solution of sulfuric acid or a methanol-containing aqueous solution of sulfuric acid in the presence of an alkali metal halide or alkaline earth metal halide in a medium composed of sulfuric acid, water and methanol, thereby to allow the resulting .alpha.-L-aspartyl-L-phenyl-alanine methyl ester to precipitate as its corresponding hydrohalide, and then isolating the hydrohalide; and when the preparation of the methyl ester is desired, neutralizing the hydrohalide.

    摘要翻译： α-L-天冬氨酰基-L-苯丙氨酸甲酯或其氢卤化物通过酯化通过将N-保护的N-保护基团经过N-保护基团处理而形成的α-L-天冬氨酰基-L-苯丙氨酸或α-L-天冬氨酰基-L-苯丙氨酸 α-L-天冬氨酰基-L-苯丙氨酸在硫酸水溶液或含甲醇的硫酸水溶液中，在碱金属卤化物或碱土金属卤化物存在下，在由硫酸，水和 从而使所得的α-L-天冬氨酰-L-苯基 - 丙氨酸甲酯作为其对应的氢卤酸盐沉淀，然后分离氢卤化物; 并且当需要制备甲酯时，中和氢卤化物。

    Preparation process of .alpha.-L-aspartyl-L-phenylalanine methyl ester or hydrochloride thereof
    8.
    发明授权
    Preparation process of .alpha.-L-aspartyl-L-phenylalanine methyl ester or hydrochloride thereof 失效
    α-L-天冬氨酰-L-苯丙氨酸甲酯或其盐酸盐的制备方法

    公开(公告)号：US4778916A

    公开(公告)日：1988-10-18

    申请号：US122583

    申请日：1987-11-17

    申请人： Ryuichi Mita ,  Toshio Katoh ,  Chojiro Higuchi ,  Takeshi Oura ,  Akihiro Yamaguchi

    发明人： Ryuichi Mita ,  Toshio Katoh ,  Chojiro Higuchi ,  Takeshi Oura ,  Akihiro Yamaguchi

    IPC分类号： C07K5/06 ,  C07K5/075 ,  C07C103/52 ,  C07C102/00

    CPC分类号： C07K5/0613 ,  Y10S530/801

    摘要： The present invention relates to a process for preparing .alpha.-L-aspartyl-L-phenylalanine methyl ester or its hydrochloride. .alpha.-L-aspartyl-L-phenylalanine methyl ester or its hydrochloride is prepared by a process comprising: condensating N-formyl-L-aspartic acid anhydride and L-phenylalanine in water or in water containing methanol at a pH in the range of 7-12 to form N-formyl-.alpha.-L-aspartyl-L-phenylalanine; acidifying the reaction mixture successively with hydrochloric acid in the presence of methanol without isolating the N-formyl-.alpha.-L-aspartyl-L-phenylalanine so as to bring it into contact with hydrochloric acid in the presence of methanol for reaction and thereby to deposit .alpha.-L-aspartyl-L-phenylalanine methyl ester hydrochloride; separating the .alpha.-L-aspartyl-L-phenylalanine methyl ester hydrochloride; and neutralizing said hydrochloride as required.

    摘要翻译： 本发明涉及一种制备α-L-天冬氨酰基-L-苯丙氨酸甲酯或其盐酸盐的方法。 α-L-天冬氨酰基-L-苯丙氨酸甲酯或其盐酸盐的制备方法包括：将N-甲酰基-L-天冬氨酸酐和L-苯丙氨酸在水中或含有甲醇的水中在pH为7的范围内缩合 -12以形成N-甲酰基-α-L-天冬氨酰基-L-苯丙氨酸; 在甲醇存在下，依次用盐酸酸化反应混合物，而不分离N-甲酰基-α-天冬氨酰基-L-苯丙氨酸，使其在甲醇存在下与盐酸接触反应，从而沉积 α-L-天冬氨酰-L-苯丙氨酸甲酯盐酸盐; 分离α-L-天冬氨酰-L-苯丙氨酸甲酯盐酸盐; 并根据需要中和所述盐酸盐。

    Preparation process of N-acylphenylalanines
    9.
    发明授权
    Preparation process of N-acylphenylalanines 失效
    N-酰基苯丙氨酸的制备方法

    公开(公告)号：US4675439A

    公开(公告)日：1987-06-23

    申请号：US794562

    申请日：1985-11-04

    申请人： Ryuichi Mita ,  Toshio Katoh ,  Chojiro Higuchi ,  Akihiro Yamaguchi

    发明人： Ryuichi Mita ,  Toshio Katoh ,  Chojiro Higuchi ,  Akihiro Yamaguchi

    IPC分类号： C07C233/12 ,  C07C233/45 ,  C07C99/00

    CPC分类号： C07C233/12 ,  C07C233/45

    摘要： A process for preparing an N-acylphenylalanine represented by the formula (II): ##STR1## wherein R.sub.3 and R.sub.4 mean individually a hydrogen atom or an alkyl, alkoxy, phenoxy, hydroxy or methylenedioxy group, and R denotes a methyl or phenyl group, which comprises catalytically reducing an N-acyl-.beta.-phenylserine represented by the formula (I): ##STR2## wherein R.sub.1 and R.sub.2 mean individually a hydrogen atom or an alkyl, alkoxy, phenoxy, benzyloxy or methylenedioxy group, and R has the same meaning as defined in the formula (II), in the presence of a reducing catalyst or both reducing catalyst and acid, in a solvent.

    摘要翻译： 制备由式（II）表示的N-酰基苯丙氨酸的方法：其中R 3和R 4分别表示氢原子或烷基，烷氧基，苯氧基，羟基或亚甲二氧基，R表示甲基或 苯基，其包括催化还原由式（I）表示的N-酰基-β-苯基丝氨酸：其中R 1和R 2分别表示氢原子或烷基，烷氧基，苯氧基，苄氧基或亚甲二氧基 在溶剂中，在还原催化剂或还原催化剂和酸的存在下，R与式（II）中定义的含义相同。

    Process for producing N-acylphenylalanines
    10.
    发明授权
    Process for producing N-acylphenylalanines 失效
    N-酰基苯丙氨酸的制备方法

    公开(公告)号：US4612388A

    公开(公告)日：1986-09-16

    申请号：US719300

    申请日：1985-04-03

    申请人： Ryuichi Mita ,  Toshio Katoh ,  Chojiro Higuchi ,  Akihiro Yamaguchi

    发明人： Ryuichi Mita ,  Toshio Katoh ,  Chojiro Higuchi ,  Akihiro Yamaguchi

    IPC分类号： C07C231/10 ,  C07C67/00 ,  C07C231/00 ,  C07C231/12 ,  C07C233/46 ,  C07C233/47 ,  C07C233/82 ,  C07C233/83 ,  C07C99/06

    CPC分类号： C07C233/46

    摘要： Disclosed herein is a process for producing an N-acyl-substituted or unsubstituted phenylalanine comprising hydrolyzing a 2-substituted-4-substituted or unsubstituted benzylidene-5-oxazolone with alkali, adjusting pH of the reaction solution containing its hydrolysis product with acid at 5-9 and reducing the resultant reaction solution catalytically in the presence of a palladium or platinum reducing catalyst.In accordance with the process of the present invention, time duration required for effecting the reduction can be shortened markedly in comparison with the reduction in an aqueous strong alkaline solution. Moreover, the catalyst recovered after completion of the reduction can be used repeatedly without any additional treatment and without any observed lowering in its activity. Accordingly, the reduction using the recovered catalyst may proceed in practically the same time as in the case of using a fresh catalyst.In the process of the present invention, the reduction is carried out continuously without isolating the alkaline hydrolysis product, i.e., a substituted or unsubstituted N-acylaminocinnamic acid from the reaction mixture, so that the process is featured advantageously by simplified process and improved overall yield.

    摘要翻译： 本文公开了N-酰基取代或未取代的苯丙氨酸的制备方法，其包括用碱水解2-取代-4-取代或未取代的亚苄基-5-恶唑酮，调节含有其水解产物的反应溶液的pH为5 -9并在钯或铂还原催化剂的存在下催化还原所得的反应溶液。 根据本发明的方法，与强碱性水溶液的降低相比，可以显着缩短实现还原所需的时间。 此外，还原后还原反应的催化剂可以重复使用，无需任何额外的处理，并且没有观察到其活性降低。 因此，使用回收的催化剂的还原可以与使用新鲜催化剂的情况几乎相同的时间进行。 在本发明的方法中，还原是从反应混合物中分离碱性水解产物，即取代或未取代的N-酰氨基肉桂酸，连续进行，使得该方法有利地通过简化的方法和改进的总产率 。