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1. 发明授权

US09790181B2 Method for producing 5-hydroxypiperidine-2-carboxylic acid 有权
公开(公告)号：US09790181B2
公开(公告)日：2017-10-17
申请号：US15108141
申请日：2014-12-26
申请人： API CORPORATION
发明人： Jun Takehara , Masato Murai , Takashi Ohtani , Tomoko Maeda , Tsugihiko Hidaka
IPC分类号： C07D211/16 , C07D498/08 , C07D211/60 , C07C309/66 , C07C233/47
CPC分类号： C07D211/60 , C07C233/47 , C07C309/66 , C07D498/08 , Y02P20/55
摘要： A method for producing (2S,5S)/(2R,5R)-5-hydroxypiperidine-2-carboxylic acid represented by formula (10) below: the method including removing the protecting group from the hydroxyl group in a compound represented by formula (7) below: (wherein P represents a protecting group, R3 represents an alkyl group containing 1 to 4 carbon atoms, and A represents an alkyl group containing 1 to 10 carbon atoms, an aryl group containing 6 to 12 carbon atoms, an alkyloxy group containing 1 to 4 carbon atoms, or an aralkyloxy group containing 7 to 20 carbon atoms) to synthesize a compound represented by formula (8) below: (wherein R3 represents an alkyl group containing 1 to 4 carbon atoms, and A represents an alkyl group containing 1 to 10 carbon atoms, an aryl group containing 6 to 12 carbon atoms, an alkyloxy group containing 1 to 4 carbon atoms, or an aralkyloxy group containing 7 to 20 carbon atoms).

2. 发明申请

US20160083341A1 METHOD FOR PRODUCING a-SUBSTITUTED CYSTEINE OR SALT THEREOF OR SYNTHETIC INTERMEDIATE OF a-SUBSTITUTED CYSTEINE 审中-公开
标题翻译：生产取代的CYSTEINE或其盐的方法或其取代的CYSTEINE的合成中间体
公开(公告)号：US20160083341A1
公开(公告)日：2016-03-24
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 , C12P13/12 , C07C323/58 , C07D277/14 , 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).
摘要翻译：根据本发明，可以通过使用通过化合物的方法，以低成本和工业规模进行转化成由通式（1）表示的α-取代的半胱氨酸或其盐的方法由通式（3）表示的化合物与通式（6）表示的化合物反应。特别是通过使用通过通式（7-2）表示的化合物的方法，可以简单地分离叔丁基保护基，并制备通式（1）表示的化合物与高纯度此外，通过使用通过叔丁基硫醇的方法或通过通式（9）表示的化合物的方法，可以生成由通式（2）表示的化合物，而不产生作为致癌物质。在制备α-取代-D-半胱氨酸或其盐时，可以通过以下步骤进行将由通式（2）表示的化合物转化为通式（3S）表示的化合物的方法：允许酶等作用于由通式（2）表示的化合物。

3. 发明申请

US20150239906A1 Method for Producing cis-5-hydroxy-2-piperidinecarboxylic Acid Derivative, and Method for Purifying cis-5-hydroxy-2-piperidinecarboxylic Acid 有权
标题翻译：顺式-5-羟基-2-哌啶羧酸衍生物的制备方法以及顺式-5-羟基-2-哌啶羧酸的纯化方法
公开(公告)号：US20150239906A1
公开(公告)日：2015-08-27
申请号：US14431141
申请日：2013-12-19
申请人： API CORPORATION
发明人： Tomoko Maeda , Hisatoshi Uehara , Yasuyo Saito , Masato Murai
IPC分类号： C07D498/08 , C07D211/60
CPC分类号： C07D498/08 , C07D211/60 , C12P17/12 , Y02P20/55
摘要： The present invention aims to provide a method for purifying cis-5-hydroxy-2-piperidinecarboxylic acid with high purity, and a method for producing its derivative. The present invention provides a method for producing a cis-5-hydroxy-2-piperidinecarboxylic acid derivative, which method comprises a step of converting cis-5-hydroxy-2-piperidinecarboxylic acid into a compound(s) of Formula (1) and/or Formula (2) (wherein R1 represents a protective group for an amino group, and R2 represents a C1-C6 alkyl group), and a method for purifying cis-5-hydroxy-2-piperidinecarboxylic acid.
摘要翻译：本发明旨在提供一种纯度高的顺式-5-羟基-2-哌啶羧酸的纯化方法及其衍生物的制造方法。本发明提供了顺式-5-羟基-2-哌啶羧酸衍生物的制备方法，该方法包括将顺式-5-羟基-2-哌啶羧酸转化成式（1）的化合物和 /或式（2）（其中R1表示氨基的保护基，R2表示C1-C6烷基）和顺式-5-羟基-2-哌啶羧酸的纯化方法。

4. 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).

5. 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).

6. 发明授权

US10703719B2 Method for producing 5-hydroxypiperidine-2-carboxylic acid 有权
公开(公告)号：US10703719B2
公开(公告)日：2020-07-07
申请号：US15965289
申请日：2018-04-27
申请人： API CORPORATION
发明人： Jun Takehara , Masato Murai , Takashi Ohtani , Tomoko Maeda , Tsugihiko Hidaka
IPC分类号： C07D211/60 , C07C309/66 , C07C233/47 , C07D498/08
摘要： A method for producing (2S,5S)/(2R,5R)-5-hydroxypiperidine-2-carboxylic acid represented by the formula (10) below: the method including removing the protecting group from the hydroxyl group in a compound represented by formula (7) below: (wherein P represents a protecting group, R3 represents an alkyl group containing 1 to 4 carbon atoms, and A represents an alkyl group containing 1 to 10 carbon atoms, an aryl group containing 6 to 12 carbon atoms, an alkyloxy group containing 1 to 4 carbon atoms, or an aralkyloxy group containing 7 to 20 carbon atoms) to synthesize a compound represented by formula (8) below: (wherein R3 represents an alkyl group containing 1 to 4 carbon atoms, and A represents an alkyl group containing 1 to 10 carbon atoms, an aryl group containing 6 to 12 carbon atoms, an alkyloxy group containing 1 to 4 carbon atoms, or an aralkyloxy group containing 7 to 20 carbon atoms).

7. 发明授权

US12091390B2 Rosuvastatin calcium and process for producing intermediate thereof 有权
公开(公告)号：US12091390B2
公开(公告)日：2024-09-17
申请号：US16442770
申请日：2019-06-17
申请人： API CORPORATION
发明人： Naoyuki Watanabe , Tomoko Maeda , Yasumasa Dekishima , Hiroshi Kawabata , Masaki Nagahama
IPC分类号： C12N9/00 , C07D239/42 , C12N9/04 , C12P17/12
CPC分类号： C07D239/42 , C12N9/0006 , C12P17/12 , C12Y101/01184
摘要： An object of the present invention is to provide a novel method capable of producing rosuvastatin calcium and intermediates therefor efficiently, inexpensively and with high purity. The present invention provides a method of efficiently producing rosuvastatin calcium and intermediates therefor having a high purity at an industrial scale, without using an extremely low temperature reaction or a special asymmetric catalyst.

8. 发明授权

US10377722B2 Rosuvastatin calcium and process for producing intermediate thereof 有权
公开(公告)号：US10377722B2
公开(公告)日：2019-08-13
申请号：US15600196
申请日：2017-05-19
申请人： API CORPORATION
发明人： Naoyuki Watanabe , Tomoko Maeda , Yasumasa Dekishima , Hiroshi Kawabata , Masaki Nagahama , Kosuke Ito
IPC分类号： C12P7/42 , C12N9/02 , C12N9/04 , C07D239/42 , C12P17/12
摘要： An object of the present invention is to provide a novel method capable of producing rosuvastatin calcium and intermediates therefor efficiently, inexpensively and with high purity. The present invention provides a method of efficiently producing rosuvastatin calcium and intermediates therefor having a high purity at an industrial scale, without using an extremely low temperature reaction or a special asymmetric catalyst.

9. 发明授权

US09988351B2 Method for producing 5-hydroxypiperidine-2-carboxylic acid 有权
公开(公告)号：US09988351B2
公开(公告)日：2018-06-05
申请号：US15705349
申请日：2017-09-15
申请人： API CORPORATION
发明人： Jun Takehara , Masato Murai , Takashi Ohtani , Tomoko Maeda , Tsugihiko Hidaka
IPC分类号： C07D498/08 , C07C233/47 , C07C309/66 , C07D211/60
CPC分类号： C07D211/60 , C07C233/47 , C07C309/66 , C07D498/08 , Y02P20/55
摘要： A method for producing (2S,5S)/(2R,5R)-5-hydroxypiperidine-2-carboxylic acid represented by the formula (10) below: the method including removing the protecting group from the hydroxyl group in a compound represented by formula (7) below: (wherein P represents a protecting group, R3 represents an alkyl group containing 1 to 4 carbon atoms, and A represents an alkyl group containing 1 to 10 carbon atoms, an aryl group containing 6 to 12 carbon atoms, an alkyloxy group containing 1 to 4 carbon atoms, or an aralkyloxy group containing 7 to 20 carbon atoms) to synthesize a compound represented by formula (8) below: (wherein R3 represents an alkyl group containing 1 to 4 carbon atoms, and A represents an alkyl group containing 1 to 10 carbon atoms, an aryl group containing 6 to 12 carbon atoms, an alkyloxy group containing 1 to 4 carbon atoms, or an aralkyloxy group containing 7 to 20 carbon atoms).

10. 发明授权

US10370330B2 Method for producing 5-hydroxypiperidine-2-carboxylic acid 有权
公开(公告)号：US10370330B2
公开(公告)日：2019-08-06
申请号：US15965316
申请日：2018-04-27
申请人： API CORPORATION
发明人： Jun Takehara , Masato Murai , Takashi Ohtani , Tomoko Maeda , Tsugihiko Hidaka
IPC分类号： C07D211/60 , C07C309/66 , C07C233/47 , C07D498/08
摘要： A method for producing (2S,5S)/(2R,5R)-5-hydroxypiperidine-2-carboxylic acid represented by the formula (10) below: the method comprising the step of removing the protecting group from the hydroxyl group in a compound represented by the formula (7) below: (wherein P represents a protecting group, R3 represents an alkyl group containing 1 to 4 carbon atoms, and A represents an alkyl group containing 1 to 10 carbon atoms, an aryl group containing 6 to 12 carbon atoms, an alkyloxy group containing 1 to 4 carbon atoms, or an aralkyloxy group containing 7 to 20 carbon atoms) to synthesize a compound represented by the formula (8) below: (wherein R3 represents an alkyl group containing 1 to 4 carbon atoms, and A represents an alkyl group containing 1 to 10 carbon atoms, an aryl group containing 6 to 12 carbon atoms, an alkyloxy group containing 1 to 4 carbon atoms, or an aralkyloxy group containing 7 to 20 carbon atoms).

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