公开(公告)号：US20240150344A1

公开(公告)日：2024-05-09

申请号：US17769241

申请日：2020-10-12

申请人： Bayer Aktiengesellschaft

发明人： Johannes PLATZEK ,  Kai LOVIS ,  Alba HERNANDEZ MARTIN ,  Silja BRADY

IPC分类号： C07D471/04 ,  C07B57/00 ,  C12N9/20 ,  C12P41/00

CPC分类号： C07D471/04 ,  C07B57/00 ,  C12N9/20 ,  C12P41/00 ,  C07B2200/07 ,  C12Y301/01003

摘要： The present invention relates to a process for preparing acyloxymethyl esters of (4S)-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid of the formula (IIa) by optical resolution of the compound of the formula (II) using a hydrolase. The invention also relates to a process for preparing (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide of the formula (Ia), wherein the process comprises the optical resolution of the compound of the formula (II) using a hydrolase. The invention additionally also relates to the use of a hydrolase in a process for preparing a compound of formula (IIa). The invention further relates to the use of a hydrolase in a process for preparing a compound of formula (Ia).

公开(公告)号：US20220265578A1

公开(公告)日：2022-08-25

申请号：US17692133

申请日：2022-03-10

申请人： PCT Therapeutics, Inc.

发明人： Paul Mollard ,  Peter Giannousis ,  Shazad Suchit ,  Mahmoud Mirmehrabi

IPC分类号： A61K31/122 ,  C07C235/78 ,  C07C215/28 ,  C07C215/30 ,  C07C231/12 ,  C07B57/00 ,  A61K31/164 ,  C07C215/08

摘要： Disclosed herein are polymorphic and amorphous forms of anhydrate, hydrate, and solvates of (R)-2-hydroxy-2-methyl-4-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dienyl)butanamide and methods of using such compositions for treating or suppressing oxidative stress disorders, including mitochondrial disorders, impaired energy processing disorders, neurodegenerative diseases and diseases of aging. Further disclosed are methods of making such polymorphic and amorphous forms.

公开(公告)号：US11420909B2

公开(公告)日：2022-08-23

申请号：US17259962

申请日：2019-07-17

申请人： TECHNISCHE UNIVERSITÄT MÜNCHEN

发明人： Aras Kartouzian ,  Ulrich Heiz ,  Farinaz Mortaheb ,  Katrin Oberhofer ,  Johann Riemensberger ,  Hristo Iglev ,  Reinhard Kienberger

IPC分类号： C07B57/00 ,  C07C37/68 ,  G01N21/19

摘要： According to the present invention there is provided a method for enantiomeric enrichment of a mixture of two enantiomers of a chiral compound, the method comprises the application of the mixture of two enantiomers of a chiral compound onto a surface of a support material for producing a coated support, the determination a first value of an optical activity (OA0) of the coated support, the irradiation of the coated support with a light beam having an intensity at least higher than a desorption threshold of one of the enantiomers from the coated support, wherein, if the support material is achiral, the light beam is circularly polarized and, if the support material is chiral, the light beam is unpolarized, linearly polarized or circularly polarized, and the determination of a second value of the optical activity (OAe) of the coated support after said irradiation, wherein the second value of the optical activity (OAe) differs from the first value of the optical activity (OA0).

公开(公告)号：US11327060B2

公开(公告)日：2022-05-10

申请号：US15938450

申请日：2018-03-28

申请人： Ajinomoto Co., Inc.

发明人： Masashi Harada ,  Sachise Karakawa ,  Kazutaka Shimbo ,  Naoyuki Yamada

IPC分类号： G01N30/00 ,  G01N30/88 ,  C07C271/58 ,  C07D401/12 ,  C07D207/46 ,  C07D213/40 ,  G01N30/06 ,  G01N27/62 ,  B01D15/38 ,  C07C233/62 ,  C07B57/00 ,  B01D15/32 ,  C07C51/353 ,  C07C51/47 ,  C07C53/18 ,  C07C269/06 ,  C07C269/08 ,  G01N1/40 ,  G01N30/72

摘要： Enantiomers may be analyzed by: (1) reacting a mixture of a first compound and a second compound that are a pair of enantiomers with an axially chiral compound that is one of a pair of axially chiral isomers, to generate a derivative mixture containing a first derivative obtained by a reaction of the first compound with the axially chiral compound and a second derivative obtained by a reaction of the second compound with the axially chiral compound; (2) separating the first derivative and the second derivative in the derivative mixture; and (3) detecting the separated first derivative and second derivative by mass spectrometry.

公开(公告)号：US10851070B2

公开(公告)日：2020-12-01

申请号：US16683303

申请日：2019-11-14

申请人： Enanta Pharmaceuticals, Inc.

发明人： Andrew Hague ,  Matthew Ronsheim

IPC分类号： C07D401/12 ,  C07D401/14 ,  C07D403/12 ,  C07D409/14 ,  C07D413/14 ,  C07D417/14 ,  C07D243/26 ,  C07B57/00

摘要： The present invention relates to processes and intermediates useful in the preparation of biologically active molecules, especially in the synthesis of Respiratory Syncytial Virus (RSV) inhibitors. The present invention also relates to processes and intermediates for the preparation of compounds of Formula (I-0) and Formula (I):

公开(公告)号：US10774098B2

公开(公告)日：2020-09-15

申请号：US16333084

申请日：2017-09-12

申请人： KYOTO UNIVERSITY

发明人： Jun Hiratake ,  Bunta Watanabe ,  Ryuzo Yoshioka ,  Hideaki Ishida

IPC分类号： C07F9/40 ,  C07B63/00 ,  C07B57/00 ,  A61P17/00 ,  A61K31/662 ,  A61P37/08

摘要： Provided is a method for separating the four optical isomers of Nahlsgen. The method according to the present invention for producing a mixture of a D-2-amino-4-[(Rp)-(3-carboxymethylphenoxy)(methoxy)phosphoryl]butanoic acid hydrate and an L-2-amino-4-[(Sp)-(3-carboxymethylphenoxy)(methoxy)phosphoryl]butanoic acid hydrate includes subjecting a mixture of the four optical isomers, represented by Formula (1′), to fractional crystallization from water or from a solvent mixture of water and a water-soluble organic solvent, to precipitate a mixture of a compound represented by Formula (1-1′-1) and a compound represented by Formula (1-4′-1), where Formulae (1′), (1-1′-1), and (1-4′-1) are expressed as follows:

公开(公告)号：US20200157057A1

公开(公告)日：2020-05-21

申请号：US16683303

申请日：2019-11-14

申请人： Enanta Pharmaceuticals, Inc.

发明人： Andrew Hague ,  Matthew Ronsheim

IPC分类号： C07D243/26 ,  C07B57/00

摘要： The present invention relates to processes and intermediates useful in the preparation of biologically active molecules, especially in the synthesis of Respiratory Syncytial Virus (RSV) inhibitors. The present invention also relates to processes and intermediates for the preparation of compounds of Formula (I-0) and Formula (I):

公开(公告)号：US10457648B2

公开(公告)日：2019-10-29

申请号：US15514188

申请日：2015-09-25

申请人： F. HOFFMANN-LA ROCHE AG ,  GENENTECH, INC.

发明人： Francis Gosselin ,  Chong Han ,  Hans Iding ,  Reinhard Reents ,  Scott Savage ,  Beat Wirz

IPC分类号： C07D239/70 ,  C07D239/54 ,  C07D239/42 ,  C07C253/30 ,  C07C255/22 ,  C07B57/00 ,  C12P41/00 ,  C07C253/34 ,  C12N9/78

摘要： The present disclosure relates to processes for preparing (cyclopentyl[d]pyrimidin-4-yl)piperazine compounds, and more particularly relates to processes for preparing (R)-4-(5-methyl-7-oxo-6,7-dihydro-5H-cyclopenta[d] pyrimidin-4-yl)piperazine and N-protected derivatives thereof, which may be used as an intermediate in the synthesis of Ipatasertib (i.e., (S)-2-(4-chlorophenyl)-1-(4-((5R,7R)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazin-1-yl)-3-(isopropylamino)-propan-1-one). The present disclosure additionally relates to various compounds that are intermediates employed in these processes.

公开(公告)号：US10450291B2

公开(公告)日：2019-10-22

申请号：US15741020

申请日：2016-06-24

申请人： Central Glass Company, Limited

发明人： Takashi Kashiwaba ,  Takako Yamazaki ,  Shoko Ishii ,  Shunsuke Mimura ,  Masanori Fushimi ,  Ryuichi Okamoto ,  Haruki Kobayashi ,  Manabu Yasumoto

IPC分类号： C07D327/10 ,  C07C67/313 ,  C07C67/343 ,  C07C67/52 ,  C07C69/74 ,  C07C67/08 ,  C07C211/27 ,  C07B57/00

摘要： The present invention provides an industrially applicable method for production of a fluorine-containing cyclopropane carboxylic acid compound useful as an intermediate for pharmaceutical and agrichemical products. A fluorine-containing cyclopropane monoester is obtained by: forming a fluorine-containing cyclic sulfate with the use of a fluorine-containing dial compound and sulfuryl fluoride (as a cyclic sulfuric esterification step); reacting the fluorine-containing cyclic sulfate with a malonic diester, thereby forming a fluorine-containing cyclopropane diester (as a cyclopropanation step); and hydrolyzing the fluorine-containing cyclopropane diester (as a hydrolysis step). The fluorine-containing cyclopropane carboxylic acid compound, such as fluorine-containing cyclopropane monoester or its salt, can be obtained with high chemical and optical purity by mixing the fluorine-containing cyclopropane monoester with an amine and subjecting the resulting salt of the fluorine-containing cyclopropane monoester and amine to recrystallization purification.

公开(公告)号：US10407439B2

公开(公告)日：2019-09-10

申请号：US15906401

申请日：2018-02-27

申请人： Eisai R&D Management Co., Ltd.

发明人： Francis G. Fang ,  Hyeong-Wook Choi ,  Silvio Campagna ,  Steven Mathieu

IPC分类号： C07D493/22 ,  C07D493/08 ,  C07D493/18 ,  C07B57/00 ,  C07D313/00

摘要： The present invention relates to stereochemically defined polypropionates and methods for preparing and using the same. The stereochemically defined polypropionates may be useful in the synthesis of natural products and/or natural product-like libraries.