公开(公告)号：US08017378B2

公开(公告)日：2011-09-13

申请号：US12087753

申请日：2007-01-15

Applicant: Kiyoshi Sugi ,  Masahide Tanaka ,  Yoshihiro Kawada ,  Daisuke Sasayama

Inventor： Kiyoshi Sugi ,  Masahide Tanaka ,  Yoshihiro Kawada ,  Daisuke Sasayama

IPC: C12P41/00

CPC classification number: C12P13/06 ,  C12P7/62 ,  C12P13/22 ,  C12P41/005

Abstract: Disclosed is a method for production of an optically active biphenylalanine compound represented by the formula (2): (wherein, R2 is a protective group of an amino group, and R3 and R4 are each independently a hydrogen atom, etc.) or a salt thereof and an optically active biphenylalanine ester compound represented by the formula (3): (wherein, R1 is an alkyl group, etc.) wherein the method comprises hydrolyzing a biphenylalanine ester compound represented by the formula (1): with a protease produced by a microorganism belonging to Bacillus sp. in the presence of at least one alkali selected from an alkali metal hydroxide and an alkaline earth metal hydroxide.

Abstract translation: 公开了一种由式（2）表示的光学活性联苯基丙氨酸化合物的制备方法：（其中，R2为氨基保护基，R3和R4各自独立地为氢原子等）或盐 和由式（3）表示的光学活性联苯基丙氨酸酯化合物（其中，R1为烷基等），其中该方法包括用式（1）表示的联苯丙氨酸酯化合物：用 属于芽孢杆菌属的微生物 在选自碱金属氢氧化物和碱土金属氢氧化物中的至少一种碱的存在下进行。

公开(公告)号：US06333430B1

公开(公告)日：2001-12-25

申请号：US09561993

申请日：2000-05-02

Applicant: Tetsuya Shintaku ,  Kiyoshi Sugi ,  Tadashi Katsura ,  Nobushige Itaya

Inventor： Tetsuya Shintaku ,  Kiyoshi Sugi ,  Tadashi Katsura ,  Nobushige Itaya

IPC: C07C6704

CPC classification number: C07C253/30 ,  C07C67/04 ,  C07C69/63 ,  C07C255/19

Abstract: A process for preparing a tert-alkyl carboxylic acid ester represented by the formula (III): wherein R1 is an organic group; and each of R2 and R3 is independently an alkyl group having 1 to 4 carbon atoms, comprising reacting a carboxylic acid represented by the formula (I): R1—COOH  (I) wherein R1 is as defined above, with a vinylidene compound represented by the formula (II): wherein R2 and R3 are as defined above, in the presence of a phosphorus halide. The tert-alkyl carboxylic acid ester can be used as intermediates for pharmaceuticals such as antibiotics.

Abstract translation: 一种制备由式（III）表示的叔烷基羧酸酯的方法：其中R1是有机基团; 其中R 2和R 3各自独立地为具有1至4个碳原子的烷基，包括使由式（I）表示的羧酸：其中R 1如上定义，与由式（II）表示的亚乙烯基化合物反应： 其中R2和R3如上定义，在卤化磷存在下。 叔烷基羧酸酯可以用作药物如抗生素的中间体。

公开(公告)号：US5948914A

公开(公告)日：1999-09-07

申请号：US53653

申请日：1998-04-02

Applicant: Kiyoshi Sugi ,  Nobushige Itaya ,  Tadashi Katsura ,  Masami Igi ,  Shigeya Yamazaki ,  Taro Ishibashi ,  Teiji Yamaoka ,  Yoshihiro Kawada ,  Yayoi Tagami

Inventor： Kiyoshi Sugi ,  Nobushige Itaya ,  Tadashi Katsura ,  Masami Igi ,  Shigeya Yamazaki ,  Taro Ishibashi ,  Teiji Yamaoka ,  Yoshihiro Kawada ,  Yayoi Tagami

IPC: C07D211/22 ,  C07D211/60 ,  C07D211/76 ,  C07D405/12

CPC classification number: C07D405/12 ,  C07D211/22 ,  C07D211/60 ,  C07D211/76

Abstract: A piperidine derivative, which can be used as an intermediate for pharmaceuticals such as paroxetine useful as antidepressants, represented by the general formula (I): ##STR1## wherein R.sup.1 is hydrogen atom, benzyloxycarbonyl group or tert-butoxycarbonyl group; R.sup.2 is hydroxymethyl group, an alkylsulfonyloxymethyl group having an alkyl moiety of 1 to 2 carbon atoms, phenylsulfonyloxymethyl group which may have methyl group at the 4-position, (3,4-methylenedioxyphenyl)oxymethyl group, carboxyl group or --CO.sub.2 R.sup.7 group in which R.sup.7 is an alkyl group having 1 to 5 carbon atoms, and Z is methylene group or carbonyl group.

Abstract translation: 哌啶衍生物，其可以用作药物的中间体，例如用作抗抑郁药的帕罗西汀，由通式（I）表示：其中R1是氢原子，苄氧基羰基或叔丁氧基羰基; R2是羟甲基，具有1〜2个碳原子的烷基部分的烷基磺酰氧基甲基，4-位可具有甲基的苯基磺酰氧基甲基，（3,4-亚甲二氧基苯基）氧甲基，羧基或-CO 2 R 7基，其中 R 7为碳原子数为1〜5的烷基，Z为亚甲基或羰基。

公开(公告)号：US06369266B1

公开(公告)日：2002-04-09

申请号：US09530882

申请日：2000-05-08

Applicant: Tetsuya Shintaku ,  Kiyoshi Sugi ,  Tadashi Katsura ,  Nobushige Itaya

Inventor： Tetsuya Shintaku ,  Kiyoshi Sugi ,  Tadashi Katsura ,  Nobushige Itaya

IPC: C07C6976

CPC classification number: C07C67/04 ,  C07C69/76

Abstract: A process for preparing tert-butyl 4′-methyl-2-biphenylcarboxylate characterized in that 4′-methyl-2-biphenylcarboxylic acid is reacted with isobutene in the presence of an acid catalyst. According to the present invention, tert-butyl 4′-methyl-2-biphenylcarboxylate having high quality can be conveniently and industrially advantageously prepared in a high yield under mild reaction conditions such as ambient temperatures without complicated procedures or any hazardous solvents.

Abstract translation: 一种制备4'-甲基-2-联苯羧酸叔丁酯的方法，其特征在于4'-甲基-2-联苯基羧酸与异丁烯在酸催化剂存在下反应。 根据本发明，具有高质量的4'-甲基-2-联苯羧酸叔丁酯可以在温和的反应条件例如环境温度下，无需复杂的方法或任何有害溶剂，以高产率方便地和工业上有利地制备。

公开(公告)号：US06096894A

公开(公告)日：2000-08-01

申请号：US361749

申请日：1999-07-27

Applicant: Kozo Matsui ,  Yoshihide Umemoto ,  Kiyoshi Sugi ,  Tetsuya Shintaku ,  Nobushige Itaya

Inventor： Kozo Matsui ,  Yoshihide Umemoto ,  Kiyoshi Sugi ,  Tetsuya Shintaku ,  Nobushige Itaya

IPC: C07D213/06 ,  C07D213/127 ,  C07D213/16

CPC classification number: C07D213/06 ,  C07D213/16

Abstract: A method of producing a 2-(p-alkylphenyl)pyridine compound economically, easily and industrially, which comprises adding manganese dioxide and trimethylchlorosilane, or adding manganese chloride to an organic ether solvent, and reacting p-alkylphenylmagnesium halide and 2-halopyridine in the obtained organic ether solvent.

Abstract translation: 经济地，容易地和在工业上生产2-（对烷基苯基）吡啶化合物的方法，其包括加入二氧化锰和三甲基氯硅烷，或向有机醚溶剂中加入氯化锰，并将对 - 烷基苯基卤化镁和2-卤代吡啶在 得到有机醚溶剂。

公开(公告)号：US06376678B1

公开(公告)日：2002-04-23

申请号：US09521058

申请日：2000-03-08

Applicant: Kiyoshi Sugi ,  Kozo Matsui ,  Tetsuya Shintaku ,  Nobushige Itaya

Inventor： Kiyoshi Sugi ,  Kozo Matsui ,  Tetsuya Shintaku ,  Nobushige Itaya

IPC: C07D21170

CPC classification number: C07D213/06 ,  C07D213/42

Abstract: A production method of hydrazine derivative having a group of the formula (II) which comprises subjecting a hydrazone derivative having a group of the formula (I) to catalytic reduction and deactivating the reduction catalyst contained in the reaction mixture thereof. According to the production method of the present invention, which is industrially superior, hydrazine derivative (II) stable even in a solution state can be produced

Abstract translation: 具有式（II）基团的肼衍生物的制备方法，其包括将具有式（I）的基团的腙衍生物进行催化还原和使其反应混合物中所含的还原催化剂失活。 根据工业上优越的本发明的制造方法，可以制造即使在溶液状态下稳定的肼衍生物（II）

公开(公告)号：US06242608B1

公开(公告)日：2001-06-05

申请号：US09602031

申请日：2000-06-23

Applicant: Kozo Matsui ,  Kiyoshi Sugi ,  Yoshihide Umemoto ,  Tetsuya Shintaku ,  Nobushige Itaya

Inventor： Kozo Matsui ,  Kiyoshi Sugi ,  Yoshihide Umemoto ,  Tetsuya Shintaku ,  Nobushige Itaya

IPC: C07D21170

CPC classification number: C07D213/42 ,  C07D213/26 ,  C07D213/48

Abstract: A series of compounds capable of deriving an intermediate for the production of a compound (A) of the following formula, which is an anti-HIV drug, and a production method thereof. To be specific, 4-(pyridin-2-yl)benzaldehyde hydrazone, a production method of this compound, and a production method from this compound to N-(tert-butoxycarbonyl)-N′-[4-(pyridin-2-yl)phenylmethylidene]hydrazine. In addition, a salt of 2-(4-bromomethylphenyl)pyridine, 2-(4-dibromomethylphenyl)pyridine and a salt thereof, production methods of these compounds, and production methods to derive 4-(pyridin-2-yl)benzaldehyde which is a production intermediate for 4-(pyridin-2-yl)benzaldehyde hydrazone from these compounds.

Abstract translation: 一系列能产生下式的化合物（A）的中间体的化合物，其为抗HIV药物及其制备方法。 具体地说，4-（吡啶-2-基）苯甲醛腙，该化合物的制备方法，以及由该化合物制备N-（叔丁氧基羰基）-N' - [4-（吡啶-2-基） 苯基亚甲基]肼。 此外，2-（4-溴甲基苯基）吡啶，2-（4-二溴甲基苯基）吡啶及其盐的盐，这些化合物的制备方法和得到4-（吡啶-2-基）苯甲醛的制备方法 是来自这些化合物的4-（吡啶-2-基）苯甲醛腙的生产中间体。

公开(公告)号：US07208645B2

公开(公告)日：2007-04-24

申请号：US11370985

申请日：2006-03-09

Applicant: Kiyoshi Sugi ,  Masahide Tanaka

Inventor： Kiyoshi Sugi ,  Masahide Tanaka

IPC: C07C17/26 ,  C07C19/08

CPC classification number: C07C17/2632 ,  C07C22/08

Abstract: The present invention provides a process for producing 4-(2-methylphenyl)benzotrifluoride, comprising reacting 4-chlorobenzotrifluoride with 2-methylphenylmagnesium chloride in the presence of cobalt-based catalyst and zinc salt.

Abstract translation: 本发明提供一种4-（2-甲基苯基）三氟甲苯的制备方法，包括在钴基催化剂和锌盐存在下使4-氯三氟甲苯与2-甲基苯基氯化镁反应。

公开(公告)号：US06730803B2

公开(公告)日：2004-05-04

申请号：US10260946

申请日：2002-09-30

Applicant: Mitsuhiro Iwasaki ,  Kiyoshi Sugi ,  Hideto Miyamoto ,  Nobushige Itaya

Inventor： Mitsuhiro Iwasaki ,  Kiyoshi Sugi ,  Hideto Miyamoto ,  Nobushige Itaya

IPC: C07C25500

CPC classification number: C07D417/06 ,  C07B2200/07 ,  C07C253/30 ,  C07C255/21 ,  C07D319/06 ,  C07D493/04 ,  C07C255/12 ,  C07C255/20

Abstract: The &bgr;-keto ester compound, &bgr;-hydroxy acid compound and acetonide form of a 1,3-diol derivative of the formulas (I), (V) and (VIII) wherein each symbol is as defined in the specification, are useful as a synthetic intermediate for an epothilone derivative being developed as a pharmaceutical agent having an antitumor activity.

Abstract translation: 式（I），（V）和（VIII）的1,3-二醇衍生物的β-酮酯化合物，β-羟基酸化合物和丙酮化物形式，其中每个符号如说明书中所定义，可用作 作为具有抗肿瘤活性的药剂开发埃坡霉素衍生物的合成中间体。

公开(公告)号：US06365745B1

公开(公告)日：2002-04-02

申请号：US09905442

申请日：2001-07-13

Applicant: Kozo Matsui ,  Kiyoshi Sugi ,  Hiromi Suga ,  Nobushige Itaya

Inventor： Kozo Matsui ,  Kiyoshi Sugi ,  Hiromi Suga ,  Nobushige Itaya

IPC: C07D21304

CPC classification number: C07C281/02 ,  C07C241/04 ,  C07C243/32

Abstract: The present invention provides a method for producing a hydrazine derivative of the formula [2]: wherein R1 is alkyl group having 1-12 carbon atoms and the like, R2 is alkyl group having 1-12 carbon atoms and the like, and Ar is phenylene group and the like, from a hydrazone derivative of the formula [1] wherein R1, R2 and Ar are as defined above, in the presence of at least one base selected from the group consisting of an organic base and an inorganic base, and a metal hydrogenating catalyst. By this method, reduction proceeds selectively and a hydrogenolysis reaction (side reaction) can be suppressed.

Abstract translation: 本发明提供式[2]的肼衍生物的制造方法，其中R1为具有1-12个碳原子的烷基等，R2为具有1-12个碳原子的烷基等，Ar为 亚苯基等，由式[1]的腙衍生物，其中R 1，R 2和Ar如上定义，在至少一种选自有机碱和无机碱的碱的存在下，和 金属氢化催化剂。 通过该方法，可以选择性地还原还原，可以抑制氢解反应（副反应）。