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31. 发明授权

US09624181B2 Method for producing biaryl compound 有权
公开(公告)号：US09624181B2
公开(公告)日：2017-04-18
申请号：US14424912
申请日：2013-08-30
申请人： API CORPORATION
发明人： Masahiko Seki
IPC分类号： C07D257/04 , C07D405/14 , C07D403/10 , C07B37/04
CPC分类号： C07D257/04 , C07B37/04 , C07D403/10 , C07D405/14
摘要： The invention provides a production method of a biaryl compound of the formula [3] or a salt thereof, including reacting a 2-phenylazole derivative of the formula [1] or a salt thereof, with a benzene derivative of the formula [2] or a salt thereof in the presence of a metal catalyst, a base, and one or more of (a) a monocarboxylic acid metal salt, (b) a dicarboxylic acid metal salt, (c) a sulfonic acid metal salt, and (d) a phosphate or phosphoric amide metal salt represented by RAxP(O)(OM)y wherein each symbol is as defined herein.

32. 发明授权

US09527821B2 Deprotection method for tetrazole compound 有权
标题翻译：四唑化合物脱保护方法
公开(公告)号：US09527821B2
公开(公告)日：2016-12-27
申请号：US14429257
申请日：2013-09-26
申请人： API CORPORATION
发明人： Masahiko Seki
IPC分类号： C07D257/04 , C07D403/10 , C07D405/14 , B01J23/58
CPC分类号： C07D257/04 , B01J23/58 , C07D403/10 , C07D405/14
摘要： The present invention relates to a method of deprotecting a tetrazole compound, useful as an intermediate for angiotensin II receptor blockers, and provides a novel production method of angiotensin II receptor blockers.Provided is a production method of a compound represented by the formula [3] or [4] or a salt thereof, including (i) reducing a compound represented by the formula [1] or [2] or a salt thereof in the presence of a metal catalyst and an alkaline earth metal salt, or (ii) reacting the compound with a particular amount of Brønsted acid: wherein each symbol is as defined in the present specification.
摘要翻译：本发明涉及一种用作血管紧张素II受体阻断剂中间体的四唑化合物脱保护方法，提供血管紧张素II受体阻断剂的新型制备方法。本发明提供由式[3]或[4]表示的化合物或其盐的制备方法，其包括（i）在式（1）或[2]表示的化合物或其盐的存在下，还原式金属催化剂和碱土金属盐，或（ii）使化合物与特定量的布朗斯台德酸反应：其中每个符号如本说明书中所定义。

33. 发明申请

US20150252393A1 NOVEL HYDROLASE PROTEIN 审中-公开
标题翻译：新型水解蛋白
公开(公告)号：US20150252393A1
公开(公告)日：2015-09-10
申请号：US14637429
申请日：2015-03-04
申请人： API CORPORATION
发明人： Hiroshi KAWABATA , Ryoma MIYAKE , Kuniko ASADA , Ryouhei KATOU
IPC分类号： C12P7/62 , C12P41/00
CPC分类号： C12P7/62 , C12N9/14 , C12N9/18 , C12P41/005 , Y02P20/52
摘要： It is an object of the present invention to provide a novel hydrolase, which is used when dialkyl 2-vinylcyclopropane-1,1-dicarboxylate is hydrolyzed with an enzyme, so as to efficiently obtain (1S,2S)-1-alkoxycarbonyl-2-vinylcyclopropanecarboxylic acid that is useful as an intermediate for synthesizing therapeutic agents for hepatitis C. According to the present invention, there is provided a hydrolase protein, which consists of the amino acid sequence shown in any one of SEQ ID NOS. 2 to 5 and which has activity of catalyzing, at higher selectivity than the protein consisting of the amino acid sequence shown in SEQ ID NO. 1, a reaction of producing (1S,2S)-1-ethoxycarbonyl-2-vinylcyclopropanecarboxylic acid from diethyl 2-vinylcyclopropane- 1,1 -dicarboxylate.
摘要翻译：本发明的一个目的是提供一种新的水解酶，其在2-乙烯基环丙烷-1,1-二羧酸二烷基酯用酶水解时使用，以有效地获得（1S，2S）-1-烷氧基羰基-2 - 乙烯基环丙烷羧酸，其可用作合成丙型肝炎治疗剂的中间体。根据本发明，提供了水解酶蛋白质，其由SEQ ID NOS中任一项所示的氨基酸序列组成。 2至5，并且其具有以比由SEQ ID NO。所示的氨基酸序列组成的蛋白质更高的选择性催化的活性。 1，由2-乙烯基环丙烷-1,1-二羧酸二乙酯生成（1S，2S）-1-乙氧基羰基-2-乙烯基环丙烷羧酸的反应。

34. 发明申请

US20220275410A1 PRODUCTION METHOD FOR L-CYCLIC AMINO ACIDS 有权
公开(公告)号：US20220275410A1
公开(公告)日：2022-09-01
申请号：US17606123
申请日：2020-05-15
申请人： API CORPORATION
发明人： Masaharu MIZUTANI , Ryoma MIYAKE , Hiroshi KAWABATA
IPC分类号： C12P13/04 , C12N15/70 , C12P41/00 , C12N9/10
摘要： An object of the present invention is to provide a method of industrially producing a high-purity L-cyclic amino acid more inexpensively and with a high efficiency, from a cyclic amino acid having a double bond at the 1-position. The present invention provides a method in which an L-cyclic amino acid is produced by allowing a cyclic amino acid having a double bond at the 1-position to react with a specific enzyme having a catalytic ability to reduce a cyclic amino acid having a double bond at the 1-position to produce an L-cyclic amino acid.

35. 发明申请

US20210403427A1 METHOD FOR PRODUCING AMINO ACID DERIVATIVES 有权
公开(公告)号：US20210403427A1
公开(公告)日：2021-12-30
申请号：US17277456
申请日：2019-09-24
申请人： API CORPORATION
发明人： Masato MURAI , Jun TAKEHARA , Daiki OKADO
IPC分类号： C07D211/60
摘要： The present invention aims to provide a method for producing a (2S,5R)-5-(protected oxyamino)-piperidine-2-carboxylic acid derivative at a low cost that can be performed under mild reaction conditions not requiring a facility at an extremely low temperature, is safer, can control the quality of the desired product with ease, and shows good workability in the site of production. A method for producing a compound represented by the formula (2): wherein PG1 is an amino-protecting group, PG2 is an amino-protecting group, PG3 is a hydroxyl-protecting group, LG is a leaving group, and R is a hydrocarbon group having 1-8 carbon atoms and optionally having substituent(s), including a step of reacting a compound represented by the formula (1): wherein each symbol is as defined above, with a hydroxylamine derivative represented by the formula PG2NHOPG3 wherein each symbol is as defined above, in the presence of a base in a solvent.

36. 发明授权

US11136287B2 Method for producing n-benzyl-2-bromo-3-methoxypropionamide and intermediates thereof 有权
公开(公告)号：US11136287B2
公开(公告)日：2021-10-05
申请号：US16078889
申请日：2017-11-21
申请人： API CORPORATION
发明人： Masaki Nagahama , Kenta Saito
IPC分类号： C07C231/02 , C07C231/12 , C07C235/06
摘要： The present invention provides an industrially-preferable method for safely producing N-benzyl-2-bromo-3-methoxypropionamide at a high yield but at low cost. The method for producing of the present invention includes: in sequence, an amidation process that causes diacrylic anhydride to react with benzylamine in a solvent to obtain N-benzylacrylamide; a bromination process that causes N-benzylacrylamide to react with bromine in a solvent to obtain N-benzyl-2,3-dibromopropionamide; and a methoxylation process that causes N-benzyl-2,3-dibromopropionamide to react with methanol in the presence of a base to obtain N-benzyl-2-bromo-3-methoxypropionamide.

37. 发明申请

US20200283390A1 METHOD FOR PRODUCING PITAVASTATIN CALCIUM 审中-公开
公开(公告)号：US20200283390A1
公开(公告)日：2020-09-10
申请号：US16851402
申请日：2020-04-17
申请人： API CORPORATION
发明人： Naoyuki WATANABE , Takanobu IURA , Hideki OOMIYA , Masaki NAGAHAMA
IPC分类号： C07D215/14 , C12P17/12
摘要： Production of pitavastatin calcium safely on an industrial scale with a high yield and high selectivity at low cost. A method of producing pitavastatin calcium including step (i) for acetalizing a compound represented by the formula (1) to give a compound represented by the formula (3), step (ii) for reacting a compound represented by the formula (3) with an acid to give a compound represented by the formula (4), and step (iii) for hydrolyzing a compound represented by the formula (4) and reacting same with a calcium compound.

38. 发明授权

US10071958B2 Method for producing alpha-substituted cysteine or salt thereof or synthetic intermediate of alpha-substituted cysteine 有权
公开(公告)号：US10071958B2
公开(公告)日：2018-09-11
申请号：US14888576
申请日：2014-05-01
申请人： API Corporation
发明人： Yuuki Asuma , Hisatoshi Uehara , Tomoko Maeda , Yasuyo Saito , Ryoma Miyake , Hiroshi Kawabata
IPC分类号： C07C319/06 , C07C323/52 , C07C323/58 , C07D277/14 , C07C319/02 , C12P13/12 , C07C319/14 , C07C319/20 , C07C323/60
CPC分类号： C07C319/06 , C07C319/02 , C07C319/14 , C07C319/20 , C07C323/52 , C07C323/58 , C07C323/60 , C07D277/14 , C12P13/12 , C07C323/12 , C07C323/03
摘要： According to the present invention, it becomes possible to perform a process for converting into an α-substituted cysteine represented by general formula (1) or a salt thereof at low cost and on an industrial scale by employing a process that is routed through a compound represented by general formula (3) to a compound represented by general formula (6). Particularly, by employing a process that is routed through a compound represented by general formula (7-2), it becomes possible to detach a tert-butyl protection group in a simple manner and to produce the compound represented by general formula (1) with high purity. Furthermore, by employing a process that is routed through tert-butylthiomethanol or a process that is routed through a compound represented by general formula (9), it becomes possible to produce a compound represented by general formula (2) without generating bischloromethylether that is an oncogenic substance. In the production of an α-substituted-D-cysteine or a salt thereof, it becomes possible to perform a process for converting the compound represented by general formula (2) into a compound represented by general formula (3S) in one step by allowing an enzyme or the like to act on the compound represented by general formula (2).

39. 发明申请

US20180251424A1 Method for Producing Alpha-substituted Cysteine or Salt Thereof or Synthetic Intermediate of Alpha-substituted Cysteine 审中-公开
公开(公告)号：US20180251424A1
公开(公告)日：2018-09-06
申请号：US15978489
申请日：2018-05-14
申请人： API Corporation
发明人： Yuuki Asuma , Hisatoshi Uehara , Tomoko Maeda , Yasuyo Saito , Ryoma Miyake , Hiroshi Kawabata
IPC分类号： C07C319/06 , C07C323/60 , C07C323/52 , C07C323/58 , C07C319/20 , C07C319/14 , C12P13/12 , C07D277/14 , C07C319/02 , C07C323/12 , C07C323/03
CPC分类号： C07C319/06 , C07C319/02 , C07C319/14 , C07C319/20 , C07C323/52 , C07C323/58 , C07C323/60 , C07D277/14 , C12P13/12 , C07C323/12 , C07C323/03
摘要： According to the present invention, it becomes possible to perform a process for converting into an α-substituted cysteine represented by general formula (1) or a salt thereof at low cost and on an industrial scale by employing a process that is routed through a compound represented by general formula (3) to a compound represented by general formula (6). Particularly, by employing a process that is routed through a compound represented by general formula (7-2), it becomes possible to detach a tert-butyl protection group in a simple manner and to produce the compound represented by general formula (1) with high purity. Furthermore, by employing a process that is routed through tert-butylthiomethanol or a process that is routed through a compound represented by general formula (9), it becomes possible to produce a compound represented by general formula (2) without generating bischloromethylether that is an oncogenic substance. In the production of an α-substituted-D-cysteine or a salt thereof, it becomes possible to perform a process for converting the compound represented by general formula (2) into a compound represented by general formula (3S) in one step by allowing an enzyme or the like to act on the compound represented by general formula (2).

40. 发明申请

US20170306367A1 METHOD FOR MANUFACTURING CIS-5-HYDROXY-L-PIPECOLIC ACID 审中-公开
公开(公告)号：US20170306367A1
公开(公告)日：2017-10-26
申请号：US15526031
申请日：2015-11-02
申请人： API CORPORATION
发明人： Ryoma MIYAKE , Yasumasa DEKISHIMA
IPC分类号： C12P17/12 , C12N9/02
CPC分类号： C12P17/12 , C12N9/0071 , C12N15/09 , C12Y114/11
摘要： A method for producing cis-5-hydroxy-L-pipecolic acid, the method comprising allowing a 2-oxoglutarate-dependent L-pipecolic acid hydroxylase to act on L-pipecolic acid to generate cis-5-hydroxy-L-pipecolic acid, wherein the 2-oxoglutarate-dependent L-pipecolic acid hydroxylase comprises the polypeptide (A), (B) or (C) below: (A) a polypeptide comprising the amino acid sequence represented by SEQ ID NO: 4 or 11; (B) a polypeptide comprising the amino acid sequence represented by SEQ ID NO: 4 or 11 except that one or several amino acids are deleted, substituted, and/or added, which polypeptide has 2-oxoglutarate-dependentL-pipecolic acid hydroxylase activity; or (C) a polypeptide comprising an amino acid sequence with an identity of not less than 60% to the amino acid sequence represented by SEQ ID NO: 4 or 11, which polypeptide has 2-oxoglutarate-dependent L-pipecolic acid hydroxylase activity.

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