TW200637805A - Process to chiral beta amino acid derivatives by asymmetric hydrogenation - Google Patents
Process to chiral beta amino acid derivatives by asymmetric hydrogenationInfo
- Publication number
- TW200637805A TW200637805A TW095102476A TW95102476A TW200637805A TW 200637805 A TW200637805 A TW 200637805A TW 095102476 A TW095102476 A TW 095102476A TW 95102476 A TW95102476 A TW 95102476A TW 200637805 A TW200637805 A TW 200637805A
- Authority
- TW
- Taiwan
- Prior art keywords
- beta amino
- amino acid
- acid derivatives
- asymmetric hydrogenation
- chiral beta
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The present invention relates to a process for the efficient preparation of enantiomerically enriched beta amino acid derivatives which are useful in the asymmetric synthesis of biologically active molecules. The process comprises an enantioselective hydrogenation of a prochiral beta amino acrylic acid derivative substrate in the presence of an ammonium salt and a transition metal precursor complexed with a chiral ferrocenyl diphosphine ligand.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US64669705P | 2005-01-24 | 2005-01-24 |
Publications (1)
Publication Number | Publication Date |
---|---|
TW200637805A true TW200637805A (en) | 2006-11-01 |
Family
ID=36587261
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
TW095102476A TW200637805A (en) | 2005-01-24 | 2006-01-23 | Process to chiral beta amino acid derivatives by asymmetric hydrogenation |
Country Status (8)
Country | Link |
---|---|
EP (1) | EP1856028A1 (en) |
JP (1) | JP2008528503A (en) |
CN (1) | CN101175714A (en) |
AR (1) | AR052879A1 (en) |
AU (1) | AU2006208297A1 (en) |
CA (1) | CA2594494A1 (en) |
TW (1) | TW200637805A (en) |
WO (1) | WO2006081151A1 (en) |
Families Citing this family (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8334385B2 (en) | 2007-11-02 | 2012-12-18 | Glenmark Generics Limited | Process for the preparation of R-sitagliptin and its pharmaceutically acceptable salts thereof |
WO2010078440A1 (en) | 2008-12-31 | 2010-07-08 | Chiral Quest, Inc. | Process and intermediates for the preparation of n-acylated-4-aryl beta-amino acid derivatives |
EP2223923A1 (en) | 2009-02-25 | 2010-09-01 | Esteve Química, S.A. | Process for the preparation of a chiral beta aminoacid derivative and intermediates thereof |
IT1395596B1 (en) * | 2009-06-30 | 2012-10-16 | Dipharma Francis Srl | PROCEDURE FOR THE PREPARATION OF SITAGLIPTIN |
CZ303113B6 (en) | 2010-03-16 | 2012-04-11 | Zentiva, K.S. | Process for preparing sitagliptin |
CA2800507A1 (en) | 2010-03-31 | 2011-10-06 | Teva Pharmaceuticals Industries Ltd. | Solid state forms of sitagliptin salts |
EP2392575A1 (en) | 2010-06-04 | 2011-12-07 | LEK Pharmaceuticals d.d. | A novel synthetic approach to ß-aminobutyryl substituted compounds |
CN103038236B (en) | 2010-06-04 | 2015-09-30 | 力奇制药公司 | The novel synthesis of the compound that beta-amino butyryl radicals replaces |
EP2397141A1 (en) | 2010-06-16 | 2011-12-21 | LEK Pharmaceuticals d.d. | Process for the synthesis of beta-amino acids and derivatives thereof |
EP2609099A2 (en) | 2010-08-27 | 2013-07-03 | USV Limited | Sitagliptin, salts and polymorphs thereof |
WO2012035549A2 (en) | 2010-09-13 | 2012-03-22 | Panacea Biotec Ltd | An improved process for the synthesis of beta amino acid derivatives |
EP2508506A1 (en) | 2011-04-08 | 2012-10-10 | LEK Pharmaceuticals d.d. | Preparation of sitagliptin intermediates |
EP2527320A1 (en) | 2011-05-27 | 2012-11-28 | LEK Pharmaceuticals d.d. | Preparation of Sitagliptin Intermediates |
SI2736909T1 (en) | 2011-07-27 | 2017-08-31 | Farma Grs, D.O.O. | Process for the preparation of sitagliptin and its pharmaceutically acceptable salts |
WO2013065066A1 (en) | 2011-11-02 | 2013-05-10 | Cadila Healthcare Limited | Processes for preparing 4-oxo-4-[3-(trifluoromethyl)-5,6- dihydro [l,2,41-triazolo[43-a]pyrazin-7(8h)-yl]-l-(2,4,5- trifluorophenyl)butan-2-amine |
EP2615080A1 (en) | 2012-01-12 | 2013-07-17 | LEK Pharmaceuticals d.d. | Preparation of Optically Pure ß-Amino Acid Type Active Pharmaceutical Ingredients and Intermediates thereof |
EP2674432A1 (en) | 2012-06-14 | 2013-12-18 | LEK Pharmaceuticals d.d. | New synthetic route for the preparation of ß aminobutyryl substituted 5,6,7,8-tetrahydro[1,4]diazolo[4,3-alpha]pyrazin-7-yl compounds |
US9227901B2 (en) * | 2012-07-05 | 2016-01-05 | Abbvie Inc. | Process for preparing bicyclic amine derivatives |
CN102898387B (en) * | 2012-09-26 | 2015-01-07 | 浙江工业大学 | Channelized method for continuously producing N-[(2Z)-piperazine-2-subunit]-2, 2, 2-trifluoroacetyl hydrazine |
CN105315286B (en) * | 2014-07-30 | 2018-08-17 | 连云港润众制药有限公司 | The preparation of Xi Gelieting |
KR102359436B1 (en) * | 2015-06-05 | 2022-02-09 | (주)아모레퍼시픽 | Methods for manufacturing methyl 2-propyl-6-(trifluoromethyl) nicotinate |
CN105254519B (en) * | 2015-11-25 | 2017-05-17 | 常州吉恩药业有限公司 | Synthesizing method of sitagliptin key intermediate |
EP3424927B1 (en) * | 2017-07-04 | 2019-04-17 | F.I.S.- Fabbrica Italiana Sintetici S.p.A. | Efficient process for the preparation of sitagliptin through a very effective preparation of the intermediate 2,4,5-trifluorophenylacetic acid |
CN107325025B (en) * | 2017-07-17 | 2019-04-09 | 中国科学院化学研究所 | A kind of chiral alpha-amino acid derivatives and preparation method thereof |
CN113636950B (en) * | 2020-05-11 | 2023-01-17 | 浙江医药股份有限公司新昌制药厂 | Preparation method of chiral 4-aryl-beta-amino acid derivative |
WO2024121301A1 (en) | 2022-12-09 | 2024-06-13 | Krka, D.D., Novo Mesto | Process for the preparation of sitagliptin |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0646590B1 (en) * | 1993-10-01 | 1999-08-25 | Novartis AG | Ferrocenyldiphosphines substituted with fluoroalkyl groups as ligands for homogeneous catalysts |
AR043515A1 (en) * | 2003-03-19 | 2005-08-03 | Merck & Co Inc | PROCEDURE TO PREPARE CHIRAL DERIVATIVES BETA AMINO ACIDS BY ASYMMETRIC HYDROGENATION |
TW200602293A (en) * | 2004-04-05 | 2006-01-16 | Merck & Co Inc | Process for the preparation of enantiomerically enriched beta amino acid derivatives |
-
2006
- 2006-01-17 AR ARP060100175 patent/AR052879A1/en unknown
- 2006-01-20 WO PCT/US2006/002147 patent/WO2006081151A1/en active Application Filing
- 2006-01-20 AU AU2006208297A patent/AU2006208297A1/en not_active Abandoned
- 2006-01-20 CA CA002594494A patent/CA2594494A1/en not_active Abandoned
- 2006-01-20 EP EP06719111A patent/EP1856028A1/en not_active Withdrawn
- 2006-01-20 JP JP2007552303A patent/JP2008528503A/en not_active Withdrawn
- 2006-01-20 CN CNA2006800028725A patent/CN101175714A/en active Pending
- 2006-01-23 TW TW095102476A patent/TW200637805A/en unknown
Also Published As
Publication number | Publication date |
---|---|
CN101175714A (en) | 2008-05-07 |
WO2006081151A1 (en) | 2006-08-03 |
AR052879A1 (en) | 2007-04-11 |
AU2006208297A1 (en) | 2006-08-03 |
EP1856028A1 (en) | 2007-11-21 |
CA2594494A1 (en) | 2006-08-03 |
JP2008528503A (en) | 2008-07-31 |
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