公开(公告)号：US20190177262A1

公开(公告)日：2019-06-13

申请号：US16244850

申请日：2019-01-10

Applicant: KANEKA CORPORATION

Inventor： Hiroaki YASUKOUCHI ,  Makoto FUNABASHI ,  Akira NISHIYAMA ,  Toshihiro TAKEDA ,  Masaru MITSUDA

IPC: C07C68/02

Abstract: The present invention provides a method for safely producing a large amount of chloroformate compound with high yield. The chloroformate compound can be produced by mixing and reacting a solution of triphosgene, an amine and an alcohol compound in a flow reactor. The chloroformate compound can also be produced by mixing and reacting a solution of triphosgene with a solution comprising an amine and an alcohol compound in a flow reactor. The amine is preferably tributylamine, and preferably used in an amount of 0.8 to 3 equivalents relative to an amount of the alcohol compound.

公开(公告)号：US20190144404A1

公开(公告)日：2019-05-16

申请号：US16244824

申请日：2019-01-10

Applicant: KANEKA CORPORATION

Inventor： Hiroaki YASUKOUCHI ,  Masaru MITSUDA ,  Akira NISHIYAMA ,  Makoto FUNABASHI

IPC: C07D301/00 ,  C07C67/14 ,  C07C231/02 ,  C07D263/44 ,  C07D471/08 ,  C07D217/06

Abstract: The present disclosure provides a reaction of a chlorine-containing compound using a flow reactor which is less restricted by a solvent to be used. In the present disclosure, an organic compound is produced by supplying a reaction substrate having at least one functional group which can react with chlorine and is selected from the group consisting of hydroxy group, a thiol group, an amino group, a carboxyl group, a thiocarboxyl group, and an acid amide group, and a chlorine-containing compound to a flow reactor together with a trialkyl amine having 9 to 40 carbon atoms and an organic solvent, and allowing the reaction substrate and the chlorine-containing compound to react with each other.

公开(公告)号：US20180305325A1

公开(公告)日：2018-10-25

申请号：US15758807

申请日：2016-09-01

Applicant: KANEKA CORPORATION

Inventor： Koji MACHIDA ,  Akira NISHIYAMA

IPC: C07D251/24

CPC classification number: C07D251/24 ,  B32B7/02 ,  C07D251/28 ,  G02B1/14 ,  G02B5/30

Abstract: The present invention provides methods respectively for producing a 2,4,6-tris(2-hydroxy-3-methyl-4-alkoxyphenyl)-1,3,5-triazine compound and 2,4,6-tris(2,4-dihydroxy-3-methylphenyl)-1,3,5-triazine, both of which are improved in yield and quality. The methods according to the present invention are characterized in that a reaction of 2,4,6-tris(2,4-dihydroxy-3-methylphenyl)-1,3,5-triazine with an alkylating agent is carried out using a base in the presence of an alcohol or water, and are also characterized in that an ester compound is used as an additive in a reaction of cyanuric chloride with 2-methylresorcinol.

公开(公告)号：US20150315145A1

公开(公告)日：2015-11-05

申请号：US14440196

申请日：2013-10-25

Applicant: KANEKA CORPORATION

Inventor： Yoshinori HIRAI ,  Akira NISHIYAMA

IPC: C07D211/98 ,  C07D471/18

CPC classification number: C07D211/98 ,  C07B53/00 ,  C07D211/60 ,  C07D471/08 ,  C07D471/18 ,  C07D487/08

Abstract: A problem to be solved by the present invention is to provide a process for producing an optically active bicyclic urea compound useful as an intermediate for β-lactamase inhibitor, in a simple and easy manner with high efficiency.The present invention includes reacting a specific ester compound with a specific amine in the presence of a metal alkoxide and/or an alkaline earth metal salt to produce the corresponding amide compound, which is then reacted with phosgene or a phosgene equivalent, followed by, if necessary, treatment with an acid or a base, to produce an optically active bicyclic urea compound. This makes it possible to produce an optically active bicyclic urea compound in a simple and easy manner with high efficiency and in high optical purity, without using expensive reagents such as catalysts and condensation agents, and without passing through protection and deprotection steps.

Abstract translation: 本发明要解决的问题是提供以简单且容易的方式高效率地制备用作β-内酰胺酶抑制剂的中间体的光学双环脲化合物的方法。 本发明包括在金属醇盐和/或碱土金属盐的存在下使特定的酯化合物与特定的胺反应以产生相应的酰胺化合物，然后与光气或光气当量反应，然后如果 必需的，用酸或碱处理，以产生光学双环脲化合物。 这使得可以以简单和容易的方式以高效率和高光学纯度生产光学活性双环脲化合物，而不使用昂贵的试剂如催化剂和缩合剂，并且不经过保护和脱保护步骤。

公开(公告)号：US20130079525A1

公开(公告)日：2013-03-28

申请号：US13682840

申请日：2012-11-21

Applicant: KANEKA CORPORATION

Inventor： Kohei MORI ,  Masutoshi NOJIRI ,  Akira NISHIYAMA ,  Naoaki TAOKA

IPC: C07D211/56 ,  C07D211/60

CPC classification number: C07D211/60 ,  C07B57/00 ,  C07D211/56 ,  C12P17/12 ,  C12P41/006

Abstract: The present invention relates to a method for producing an optically active 3-aminopiperidine or salt thereof. In the method, a racemic nipecotamide is stereoselectively hydrolyzed to obtain an optically active nipecotamide and an optically active nipecotic acid in the presence of an enzyme source derived from an organism, and then the optically active nipecotamide is derived into an optically active aminopiperidine or salt thereof by aroylation, Hofmann rearrangement, deprotection of the amino group and further deprotection; or the optically active nipecotamide is derived into an optically active aminopiperidine or salt thereof by selective protection with BOC, Hofmann rearrangement and further deprotection. It is possible by the present invention to produce an optically active 3-aminopiperidine or salt thereof useful as a pharmaceutical intermediate from an inexpensive and easily available starting material by easy method applicable to industrial manufacturing.

公开(公告)号：US20220204451A1

公开(公告)日：2022-06-30

申请号：US17605408

申请日：2020-03-05

Applicant: KANEKA CORPORATION

Inventor： Koji MACHIDA ,  Hiroaki YASUKOUCHI ,  Akira NISHIYAMA

IPC: C07D213/81

Abstract: A method for producing a first vadadustat intermediate represented by the following formula (3) comprising reacting a compound represented by the following formula (1) with glycine or a glycine derivative represented by the following formula (2) or a salt of the glycine or the glycine derivative in the presence of carbon monoxide. The method produces a vadadustat intermediate through a clean reaction with high atom conversion efficiency.

公开(公告)号：US20220153727A1

公开(公告)日：2022-05-19

申请号：US17442306

申请日：2020-03-12

Applicant: KANEKA CORPORATION

Inventor： Takahiko MURATA ,  Shohei YAMAMOTO ,  Akira NISHIYAMA

IPC: C07D403/12

Abstract: The purpose of the present invention is to provide a method for producing a pyrrole-imidazole (poly)amide compound with the rapidly improved conversion rates, high yield and high reproducibility in the reaction forming an amide bond between a carboxy group binding to a pyrrole and an amino group binding to an imidazole. A method for producing a pyrrole-imidazole (poly)amide by reacting an aminoimidazole carboxylic acid derivative with a pyrrolecarboxylic acid derivative in the presence of a heterocyclic aromatic compound as a solvent.

公开(公告)号：US20210380632A1

公开(公告)日：2021-12-09

申请号：US16981868

申请日：2019-01-08

Applicant: KANEKA CORPORATION

Inventor： Takahiko MURATA ,  Shohei YAMAMOTO ,  Akira NISHIYAMA

IPC: C07K1/02 ,  C07K1/06 ,  C07K14/605

Abstract: The objective of the present invention is to provide a method for efficiently producing a long-chain peptide which method is suitable even for an industrial large scale production. The method for producing a long-chain peptide according to the present invention is characterized in comprising a step to deprotect an N-terminal site protected with BOC of a raw material peptide fragment with using a sulfonic acid compound, a step to selectively deprotect a C-terminal site protected with ONBn of a raw material peptide, and a step to condensate the obtained peptide fragment having the deprotected N-terminal site and the obtained peptide fragment having the deprotected C-terminal site in a liquid phase condition.