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).

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。

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。

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).

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).

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).

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.

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.

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).

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).