公开(公告)号：US20230416281A1

公开(公告)日：2023-12-28

申请号：US18462917

申请日：2023-09-07

Applicant: KANEKA CORPORATION

Inventor： Yoshinori Hirai ,  Kohei Mori ,  Hiroaki Yasukouchi

IPC: C07F5/02

CPC classification number: C07F5/025

Abstract: A method for producing a (2-methylpyrimidin-5-yl)boronic acid derivative (3) includes the step of decarboxylating a 5-bromopyrimidine derivative (1) to synthesize 5-bromo-2-methylpyrimidine (2). The method enables efficient production of 5-bromo-2-methylpyrimidine (2) with less environmental impact, leading to efficient production of (2-methylpyrimidin-5-yl)boronic acid derivative (3) which is useful as a pharmaceutical intermediate.

公开(公告)号：US10202337B2

公开(公告)日：2019-02-12

申请号：US15129927

申请日：2015-03-23

Applicant: KANEKA CORPORATION

Inventor： Koji Machida ,  Kohei Mori ,  Narumi Kishimoto ,  Toshihiro Takeda

IPC: C07C277/08

Abstract: A tri-carbobenzoxy-arginine represented by the following formula (2): is produced by carbobenzoxylating the arginine or arginine derivative (1) represented by the following formula (1), or a salt thereof: by adding carbobenzoxy chloride and a base in a water/organic solvent bilayer system to an arginine or arginine derivative (1) represented by the formula (1), or a salt thereof.

公开(公告)号：US20130261331A1

公开(公告)日：2013-10-03

申请号：US13897079

申请日：2013-05-17

Applicant: Kaneka Corporation

Inventor： Takahiro Ohishi ,  Hirokazu Nanba ,  Masanobu Sugawara ,  Masashi Izumida ,  Tatsuya Honda ,  Kohei Mori ,  Satohiro Yanagisawa ,  Nabuo Nagashima ,  Kenji Inoue

IPC: C12P13/12

CPC classification number: C12P13/12 ,  C07C319/06 ,  C07D233/76 ,  C12P17/04 ,  C12P17/10 ,  C12P41/009 ,  C07C323/58

Abstract: The present invention provides a simple industrial process for producing an L- or D-optically active α-methylcysteine derivative or its salt, which is a useful pharmaceutical intermediate, from readily available, inexpensive raw materials. In a process for producing an L- or D-optically active α-methylcysteine derivative or its salt, a racemic N-carbamoyl-α-methylcysteine derivative or its salt is D-selectively cyclized with hydantoinase to produce a D-5-methyl-5-thiomethylhydantoin derivative or its salt and an N-carbamoyl-α-methyl-L-cysteine derivative or its salt, which are then subjected to deprotection of the amino group and the sulfur atom, and hydrolysis.

Abstract translation: 本发明提供了一种用于从容易得到的廉价原料生产L-或D-光学活性α-甲基半胱氨酸衍生物或其盐的简单工业方法，其是有用的药物中间体。 在制备L-或D-光学活性α-甲基半胱氨酸衍生物或其盐的方法中，外消旋的N-氨基甲酰基-α-甲基半胱氨酸衍生物或其盐与乙内酰脲酶D选择性环化以产生D-5-甲基 - 5-硫代甲基乙内酰脲衍生物或其盐和N-氨基甲酰基-α-甲基-L-半胱氨酸衍生物或其盐，然后对氨基和硫原子进行脱保护和水解。

公开(公告)号：US08993800B2

公开(公告)日：2015-03-31

申请号：US13897079

申请日：2013-05-17

Applicant: Kaneka Corporation

Inventor： Takahiro Ohishi ,  Hirokazu Nanba ,  Masanobu Sugawara ,  Masashi Izumida ,  Tatsuya Honda ,  Kohei Mori ,  Satohiro Yanagisawa ,  Nobuo Nagashima ,  Kenji Inoue

IPC: C07C315/00 ,  C12P13/12 ,  C07C319/06 ,  C07D233/76 ,  C12P17/04 ,  C12P17/10 ,  C12P41/00

CPC classification number: C12P13/12 ,  C07C319/06 ,  C07D233/76 ,  C12P17/04 ,  C12P17/10 ,  C12P41/009 ,  C07C323/58

Abstract: The present invention provides a simple industrial process for producing an L- or D-optically active α-methylcysteine derivative or its salt, which is a useful pharmaceutical intermediate, from readily available, inexpensive raw materials. In a process for producing an L- or D-optically active α-methylcysteine derivative or its salt, a racemic N-carbamoyl-α-methylcysteine derivative or its salt is D-selectively cyclized with hydantoinase to produce a D-5-methyl-5-thiomethylhydantoin derivative or its salt and an N-carbamoyl-α-methyl-L-cysteine derivative or its salt, which are then subjected to deprotection of the amino group and the sulfur atom, and hydrolysis.

Abstract translation: 本发明提供了一种简单的工业方法，用于从容易获得的便宜的原料制备作为有用的药物中间体的L-或D-光学活性的α-甲基半胱氨酸衍生物或其盐。 在制备L-或D-光学活性α-甲基半胱氨酸衍生物或其盐的方法中，外消旋的N-氨基甲酰基-α-甲基半胱氨酸衍生物或其盐与乙内酰脲酶D选择性环化以产生D-5-甲基 - 5-硫代甲基乙内酰脲衍生物或其盐和N-氨基甲酰基-α-甲基-L-半胱氨酸衍生物或其盐，然后进行氨基和硫原子的脱保护和水解。