公开(公告)号：US06372941B1

公开(公告)日：2002-04-16

申请号：US09582461

申请日：1999-08-16

申请人： Koki Yamashita ,  Kenji Inoue ,  Koichi Kinoshita ,  Yasuyoshi Ueda ,  Hiroshi Murao

发明人： Koki Yamashita ,  Kenji Inoue ,  Koichi Kinoshita ,  Yasuyoshi Ueda ,  Hiroshi Murao

IPC分类号： C07C22900

CPC分类号： C07C227/16 ,  C07C319/14 ,  Y02P20/55 ,  C07C323/58 ,  C07C323/59 ,  C07C229/20

摘要： An industrially advantageous method of producing &bgr;-halogeno-&agr;-aminocarboxylic acids is provided. Methods are also provided of producing optically active N-protected-S-phenylcysteines having high optical purity and of intermediates thereof, respectively, in which the above production method is utilized. A method of producing &bgr;-halogeno-&agr;-aminocarboxylic acids or salts thereof is disclosed which comprises halogenating the hydroxyl group of a &bgr;-hydroxy-&agr;-aminocarboxylic acid (in which the basicity of the amino group in &agr;-position is not masked by the presence of a substituent on said amino group) or a salt thereof with an acid with a halogenating agent. A method of producing optically active N-protected-S-phenylcysteines represented by the general formula (3) or salts thereof is further disclosed which comprises applying the above production method to optically active serine or a salt thereof and then carrying out treatment with an amino-protecting agent and reaction with thiophenol under a basic condition.

摘要翻译： 提供了产生β-卤代-α-氨基羧酸的工业上有利的方法。 还提供了分别制备具有高光学纯度的光学活性N-保护的S-苯基半胱氨酸及其中间体的方法，其中使用上述制备方法.1。制备β-卤代-α-氨基羧酸或其盐的方法 其中包括将β-羟基-α-氨基羧酸的羟基（其中在所述氨基上不存在取代基的α-位置上的氨基的碱性）或其盐与卤素化反应 具有卤化剂的酸。 进一步公开了制备由通式（3）表示的光学活性N-保护的S-苯基半胱氨酸或其盐的方法，其包括将上述制备方法应用于光学活性丝氨酸或其盐，然后用氨基 保护剂和与苯硫酚在基本条件下的反应。

公开(公告)号：US20060247470A1

公开(公告)日：2006-11-02

申请号：US11477626

申请日：2006-06-30

申请人： Susumu Amano ,  Masaru Mitsuda ,  Kenji Inoue ,  Koichi Kinoshita ,  Koki Yamashita ,  Yasuyoshi Ueda

发明人： Susumu Amano ,  Masaru Mitsuda ,  Kenji Inoue ,  Koichi Kinoshita ,  Koki Yamashita ,  Yasuyoshi Ueda

IPC分类号： C07C53/15 ,  C07C53/16

CPC分类号： C07C327/32 ,  C07C51/04 ,  C07C51/367 ,  C07C51/60 ,  C07C59/48 ,  C07C57/58 ,  C07C57/76

摘要： A nitrous acid salt is added at a temperature of 10 to 80° C. to an aqueous solution which contains an optically active 2-aminocarboxylic acid (4) and a protonic acid, the amount of the latter acid being 1 to 3 equivalents to the former, and which has a proton concentration of 0.5 to 2 mol/kg to conduct a reaction to thereby produce an optically active 2-hydroxycarboxylic acid (1). Thionyl chloride and a basic compound are caused to act on the compound (1) to chlorinate it and simultaneously invert the configuration in the 2-position. Thus, an optically active 2-chlorocarboxylic acid chloride (5) is induced. The compound (5) is hydrolyzed to induce an optically active 2-chlorocarboxylic acid (2). The compound (2) is reacted with a thioacetic acid salt to incorporate an acetylthio group thereinto and simultaneously invert the configuration in the 2-position to thereby produce an optically active 2-acetylthiocarboxylic acid (3).

摘要翻译： 在10〜80℃的温度下，向含有光学活性的2-氨基羧酸（4）和质子酸的水溶液中加入亚硝酸盐，后者的酸的量为1〜3当量 前者，其质子浓度为0.5〜2mol / kg进行反应，由此制造光学活性的2-羟基羧酸（1）。 使亚硫酰氯和碱性化合物作用于化合物（1）以使其氯化，同时反转2-位的构型。 因此，引入光学活性的2-氯羧酰氯（5）。 将化合物（5）水解以诱导光学活性的2-氯羧酸（2）。 使化合物（2）与硫代乙酸盐反应以引入乙酰硫基，同时反转2-位的构型，从而产生光学活性的2-乙酰基硫代羧酸（3）。

公开(公告)号：US07094926B2

公开(公告)日：2006-08-22

申请号：US10182260

申请日：2001-01-25

申请人： Susumu Amano ,  Masaru Mitsuda ,  Kenji Inoue ,  Koichi Kinoshita ,  Koki Yamashita ,  Yasuyoshi Ueda

发明人： Susumu Amano ,  Masaru Mitsuda ,  Kenji Inoue ,  Koichi Kinoshita ,  Koki Yamashita ,  Yasuyoshi Ueda

IPC分类号： C07C51/58

CPC分类号： C07C327/32 ,  C07C51/04 ,  C07C51/367 ,  C07C51/60 ,  C07C59/48 ,  C07C57/58 ,  C07C57/76

摘要： A nitrous acid salt is added at a temperature of 10 to 80° C. to an aqueous solution which contains an optically active 2-aminocarboxylic acid (4) and a protonic acid, the amount of the latter acid being 1 to 3 equivalents to the former, and which has a proton concentration of 0.5 to 2 mol/kg to conduct a reaction to thereby produce an optically active 2-hydroxycarboxylic acid (1). Thionyl chloride and a basic compound are caused to act on the compound (1) to chlorinate it and simultaneously invert the configuration in the 2-position. Thus, an optically active 2-chlorocarboxylic acid chloride (5) is induced. The compound (5) is hydrolyzed to induce an optically active 2-chlorocarboxylic acid (2). The compound (2) is reacted with a thioacetic acid salt to incorporate an acetylthio group thereinto and simultaneously invert the configuration in the 2-position to thereby produce an optically active 2-acetylthiocarboxylic acid (3).

公开(公告)号：US06720449B2

公开(公告)日：2004-04-13

申请号：US09926346

申请日：2002-02-05

申请人： Masanobu Sugawara ,  Akio Fujii ,  Kazumi Okuro ,  Yasuhiro Saka ,  Nobuo Nagashima ,  Kenji Inoue ,  Toshihiro Takeda ,  Koichi Kinoshita ,  Tadashi Moroshima ,  Yoshihide Fuse ,  Yasuyoshi Ueda

发明人： Masanobu Sugawara ,  Akio Fujii ,  Kazumi Okuro ,  Yasuhiro Saka ,  Nobuo Nagashima ,  Kenji Inoue ,  Toshihiro Takeda ,  Koichi Kinoshita ,  Tadashi Moroshima ,  Yoshihide Fuse ,  Yasuyoshi Ueda

IPC分类号： C07D20308

CPC分类号： C07D203/08 ,  C07B2200/07 ,  C07C227/10 ,  C07C227/32 ,  C07C227/42 ,  C07C229/30 ,  C07C303/36 ,  C07D203/20 ,  C07D203/24 ,  C07C311/19 ,  C07C229/26

摘要： An optically active amino acid derivative is produced by N-protecting an optically active 3-haloalanine derivative followed by cyclization, or cyclizing this derivative followed by N-protection to thereby give an optically active N-protected-aziridine-2-carboxylic acid derivative which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent, or by N-protecting an optically active 3-haloalanine derivative to thereby give N-protected-aziridine-2-carboxylic acid which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent. According to this process, natural and unnatural optically active amino acids can be produced from inexpensive materials by using simple procedures.

摘要翻译： 光学活性氨基酸衍生物通过N-保护光学活性3-卤代丙氨酸衍生物进行环化生成，或使该衍生物环化，接着进行N-保护，从而得到光学活性N-保护的氮丙啶-2-羧酸衍生物， 在2-和/或4-位被硝基取代的苯磺酰基保护，然后用有机金属试剂处理该产物，或通过N-保护光学活性3-卤代丙氨酸衍生物，由此得到N-保护的氮丙啶 -2-羧酸，其在2-和/或4-位被硝基取代的苯磺酰基保护，然后用有机金属试剂处理该产物。根据该方法，天然和非天然旋光氨基酸可以是 通过简单的程序从便宜的材料生产。

公开(公告)号：US07109352B2

公开(公告)日：2006-09-19

申请号：US10716430

申请日：2003-11-20

申请人： Masanobu Sugawara ,  Akio Fujii ,  Kazumi Okuro ,  Yasuhiro Saka ,  Nobuo Nagashima ,  Kenji Inoue ,  Toshihiro Takeda ,  Koichi Kinoshita ,  Tadashi Moroshima ,  Yoshihide Fuse ,  Yasuyoshi Ueda

发明人： Masanobu Sugawara ,  Akio Fujii ,  Kazumi Okuro ,  Yasuhiro Saka ,  Nobuo Nagashima ,  Kenji Inoue ,  Toshihiro Takeda ,  Koichi Kinoshita ,  Tadashi Moroshima ,  Yoshihide Fuse ,  Yasuyoshi Ueda

IPC分类号： C07D203/02 ,  C07D203/08

CPC分类号： C07D203/08 ,  C07B2200/07 ,  C07C227/10 ,  C07C227/32 ,  C07C227/42 ,  C07C229/30 ,  C07C303/36 ,  C07D203/20 ,  C07D203/24 ,  C07C311/19 ,  C07C229/26

摘要： An optically active amino acid derivative is produced by N-protecting an optically active 3-haloalanine derivative followed by cyclization, or cyclizing this derivative followed by N-protection to thereby give an optically active N-protected-aziridine-2-carboxylic acid derivative which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent, or by N-protecting an optically active 3-haloalanine derivative to thereby give N-protected-aziridine-2-carboxylic acid which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent. According to this process, natural and unnatural optically active amino acids can be produced from inexpensive materials by using simple procedures.

摘要翻译： 光学活性氨基酸衍生物是通过N-保护光学活性3-卤代丙氨酸衍生物进行环化，或环化该衍生物进行N-保护而得到光学活性N-保护的氮丙啶-2-羧酸衍生物 在2-和/或4-位被硝基取代的苯磺酰基保护，然后用有机金属试剂处理该产物，或通过N-保护光学活性3-卤代丙氨酸衍生物，由此得到N-保护的氮丙啶 -2-羧酸，其在2-和/或4-位被硝基取代的苯磺酰基保护，然后用有机金属试剂处理该产物。 根据该方法，可以通过简单的方法从便宜的材料制备天然和非天然旋光氨基酸。

公开(公告)号：US20050143586A1

公开(公告)日：2005-06-30

申请号：US10716430

申请日：2003-11-20

申请人： Masanobu Sugawara ,  Akio Fujii ,  Kazumi Okuro ,  Yasuhiro Saka ,  Nobuo Nagashima ,  Kenji Inoue ,  Toshihiro Takeda ,  Koichi Kinoshita ,  Tadashi Moroshima ,  Yoshihide Fuse ,  Yasuyoshi Ueda

发明人： Masanobu Sugawara ,  Akio Fujii ,  Kazumi Okuro ,  Yasuhiro Saka ,  Nobuo Nagashima ,  Kenji Inoue ,  Toshihiro Takeda ,  Koichi Kinoshita ,  Tadashi Moroshima ,  Yoshihide Fuse ,  Yasuyoshi Ueda

IPC分类号： C07C227/10 ,  C07C227/32 ,  C07C227/42 ,  C07C229/26 ,  C07C229/30 ,  C07C303/36 ,  C07C311/19 ,  C07D203/08 ,  C07D203/20 ,  C07D203/24 ,  C07D203/16

CPC分类号： C07D203/08 ,  C07B2200/07 ,  C07C227/10 ,  C07C227/32 ,  C07C227/42 ,  C07C229/30 ,  C07C303/36 ,  C07D203/20 ,  C07D203/24 ,  C07C311/19 ,  C07C229/26

摘要： An optically active amino acid derivative is produced by N-protecting an optically active 3-haloalanine derivative followed by cyclization, or cyclizing this derivative followed by N-protection to thereby give an optically active N-protected-aziridine-2-carboxylic acid derivative which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent, or by N-protecting an optically active 3-haloalanine derivative to thereby give N-protected-aziridine-2-carboxylic acid which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent. According to this process, natural and unnatural optically active amino acids can be produced from inexpensive materials by using simple procedures.

摘要翻译： 光学活性氨基酸衍生物通过N-保护光学活性3-卤代丙氨酸衍生物进行环化生成，或使该衍生物环化，接着进行N-保护，从而得到光学活性N-保护的氮丙啶-2-羧酸衍生物， 在2-和/或4-位被硝基取代的苯磺酰基保护，然后用有机金属试剂处理该产物，或通过N-保护光学活性3-卤代丙氨酸衍生物，由此得到N-保护的氮丙啶 -2-羧酸，其在2-和/或4-位被硝基取代的苯磺酰基保护，然后用有机金属试剂处理该产物。 根据该方法，可以通过简单的方法从便宜的材料制备天然和非天然旋光氨基酸。

公开(公告)号：US20050153408A1

公开(公告)日：2005-07-14

申请号：US10496639

申请日：2002-11-28

申请人： Tatsuya Honda ,  Akio Fujii ,  Kenji Inoue ,  Yoshihiko Yasohara ,  Yoshifumi Itagaki ,  Katsuji Maehara ,  Toshihiro Takeda ,  Yasuyoshi Ueda

发明人： Tatsuya Honda ,  Akio Fujii ,  Kenji Inoue ,  Yoshihiko Yasohara ,  Yoshifumi Itagaki ,  Katsuji Maehara ,  Toshihiro Takeda ,  Yasuyoshi Ueda

IPC分类号： C07C213/02 ,  C07C217/74 ,  C07C303/28 ,  C07C309/66 ,  C07C309/73 ,  C12P7/42 ,  C12P7/62

CPC分类号： C12P7/42 ,  C07B2200/07 ,  C07C213/02 ,  C07C303/28 ,  C07C309/66 ,  C07C309/73 ,  C07C217/74

摘要： The present invention is to efficiently and simply prepare an optically active 7-substituted-2-aminotetralin with industrial advantage. In the process, a 7-substituted-2-tetralone or its bisulfite adduct is reduced with a microorganism to an optically active 7-substituted-2-tetralol. Then, a sulfonyl group is introduced to the hydroxy group to form an optically active 7-substituted-2-sulfonyloxytetralin. Then, with inversion of the configuration, a nitrogen substituent is introduced using a nitrogen nucleophile to form an optically active 2,7-substituted tetralin. Furthermore, if necessary, the nitrogen substituent is converted into a non-substituted amino group. Thus, an optically active 7-substituted-2-aminotetralin or its salt is prepared.

摘要翻译： 本发明是有效且简单地制备具有工业优势的光学活性7-取代-2-氨基四氢萘酚。 在此过程中，7-取代-2-四氢萘酮或其亚硫酸氢盐加合物与微生物一起还原成光学活性的7-取代-2-四氢萘酚。 然后，将磺酰基引入羟基以形成光学活性的7-取代-2-磺酰氧基四氢萘酮。 然后，通过配置的倒置，使用氮亲核试剂引入氮取代基以形成光学活性的2,7-取代的四氢化萘。 此外，如果需要，氮取代基转化为未取代的氨基。 因此，制备光学活性的7-取代-2-氨基四氢萘或其盐。

公开(公告)号：US4925969A

公开(公告)日：1990-05-15

申请号：US324497

申请日：1989-03-16

申请人： Satomi Takahashi ,  Yasuyoshi Ueda ,  Kazuhiko Yamada ,  Yukio Yamada ,  Takehiko Yamane ,  Yoshifumi Yanagita ,  Yoshio Shimada ,  Kiyoshi Watanabe ,  Michio Nomura ,  Takehisa Ohashi ,  Kenji Inoue

发明人： Satomi Takahashi ,  Yasuyoshi Ueda ,  Kazuhiko Yamada ,  Yukio Yamada ,  Takehiko Yamane ,  Yoshifumi Yanagita ,  Yoshio Shimada ,  Kiyoshi Watanabe ,  Michio Nomura ,  Takehisa Ohashi ,  Kenji Inoue

IPC分类号： C07C227/08 ,  C07C233/46 ,  C07C271/06

CPC分类号： C07C233/46 ,  C07C227/08 ,  C07C271/06

摘要： Ethyl-.beta.-benzoyacrylate is reacted with an alkali metal salt of (S)-alanine or an alkali metal salt of N.sup.6 -trifluoroacetyl-L-lysine to form the corresponding Michael addition product, and not less than an equivalent amount of acid is added after completion of the Michael addition to prevent conversion of the (S,S) form of the product to the (R,S) form.

摘要翻译： 乙基-β-苯甲酸酯与（S） - 丙氨酸的碱金属盐或N6-三氟乙酰基-L-赖氨酸的碱金属盐反应形成相应的迈克尔加成产物，加入不少于等量的酸 完成迈克尔加成以防止（S，S）形式的产物转化为（R，S）形式。

公开(公告)号：US20110127000A1

公开(公告)日：2011-06-02

申请号：US12954792

申请日：2010-11-26

申请人： Takao Yazaki ,  Atsushi Ishino ,  Kenji Inoue ,  Ai Tamura

发明人： Takao Yazaki ,  Atsushi Ishino ,  Kenji Inoue ,  Ai Tamura

IPC分类号： D21G9/00 ,  B05D3/02

CPC分类号： D21F3/0227 ,  Y10S162/901

摘要： A process belt for papermaking with a long operational life comprises an integrated structure of a reinforcing fibrous base material 6 and a polyurethane layer, the reinforcing fibrous base material being embedded in the polyurethane, wherein an inorganic filler selected from calcined kaolin clay, fused silica and zeolite is homogeneously dispersed in the polyurethane.

摘要翻译： 用于造纸的工艺带具有长的使用寿命，包括加强纤维基材6和聚氨酯层的整体结构，该增强纤维基材嵌入聚氨酯中，其中选自煅烧高岭土，熔融二氧化硅和 沸石均匀分散在聚氨酯中。

公开(公告)号：US07381512B2

公开(公告)日：2008-06-03

申请号：US10928556

申请日：2004-08-30

申请人： Kazuya Hongo ,  Kozo Ota ,  Masahiko Miyamoto ,  Yukiko Kamijo ,  Hidemi Nukada ,  Kenji Inoue

发明人： Kazuya Hongo ,  Kozo Ota ,  Masahiko Miyamoto ,  Yukiko Kamijo ,  Hidemi Nukada ,  Kenji Inoue

IPC分类号： G03G5/05

CPC分类号： G03G5/0696 ,  C09B67/0022 ,  C09B67/0026

摘要： A hydroxygallium phthalocyanine pigment is characterized by having a maximum peak wavelength within a range of from 810 nm to 839 nm in optical absorption spectrum in a wavelength range of from 600 nm to 900 nm.

摘要翻译： 羟基镓酞菁颜料的特征在于在600nm至900nm的波长范围内的光吸收光谱中具有在810nm至839nm范围内的最大峰值波长。