AR052879A1 - PROCEDURE TO PREPARE BETA DERIVATIVES CHIRAL AMINO ACIDS BY ASYMMETRIC HYDROGENATION - Google Patents
PROCEDURE TO PREPARE BETA DERIVATIVES CHIRAL AMINO ACIDS BY ASYMMETRIC HYDROGENATIONInfo
- Publication number
- AR052879A1 AR052879A1 ARP060100175A AR052879A1 AR 052879 A1 AR052879 A1 AR 052879A1 AR P060100175 A ARP060100175 A AR P060100175A AR 052879 A1 AR052879 A1 AR 052879A1
- Authority
- AR
- Argentina
- Prior art keywords
- procedure
- amino acids
- asymmetric hydrogenation
- chiral amino
- prepare 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
La presente invencion se refiere a un procedimiento para la preparacion eficiente de derivados de beta aminoácidos enriquecidos enantioméricamente que son utiles en la síntesis asimétrica de moléculas biologicamente activas. El procedimiento comprende una hidrogenacion enantioselectiva de un sustrato derivado de beta aminoácido acrílico proquiral en presencia de una sal de amonio y un precursor de metal de transicion complejado con un ligando de ferrocenil difosfina quiral.The present invention relates to a process for the efficient preparation of enantiomerically enriched beta amino acid derivatives that are useful in the asymmetric synthesis of biologically active molecules. The process comprises an enantioselective hydrogenation of a substrate derived from beta prokyl acrylic amino acid 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 |
---|---|
AR052879A1 true AR052879A1 (en) | 2007-04-11 |
Family
ID=36587261
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ARP060100175 AR052879A1 (en) | 2005-01-24 | 2006-01-17 | PROCEDURE TO PREPARE BETA DERIVATIVES CHIRAL AMINO ACIDS 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 |
US8278486B2 (en) | 2008-12-31 | 2012-10-02 | 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 |
KR20120139764A (en) | 2010-03-31 | 2012-12-27 | 테바 파마슈티컬 인더스트리즈 리미티드 | Solid state forms of sitagliptin salts |
US8765668B2 (en) | 2010-06-04 | 2014-07-01 | Lek Pharmaceuticals D.D. | Methods of synthesis of β-aminobutyryl substituted compounds |
EP2392575A1 (en) | 2010-06-04 | 2011-12-07 | LEK Pharmaceuticals d.d. | A novel synthetic approach to ß-aminobutyryl substituted compounds |
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 |
EP2736909B1 (en) | 2011-07-27 | 2017-03-29 | 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 CN CNA2006800028725A patent/CN101175714A/en active Pending
- 2006-01-20 WO PCT/US2006/002147 patent/WO2006081151A1/en active Application Filing
- 2006-01-20 CA CA002594494A patent/CA2594494A1/en not_active Abandoned
- 2006-01-20 JP JP2007552303A patent/JP2008528503A/en not_active Withdrawn
- 2006-01-20 AU AU2006208297A patent/AU2006208297A1/en not_active Abandoned
- 2006-01-20 EP EP06719111A patent/EP1856028A1/en not_active Withdrawn
- 2006-01-23 TW TW095102476A patent/TW200637805A/en unknown
Also Published As
Publication number | Publication date |
---|---|
AU2006208297A1 (en) | 2006-08-03 |
JP2008528503A (en) | 2008-07-31 |
CA2594494A1 (en) | 2006-08-03 |
CN101175714A (en) | 2008-05-07 |
WO2006081151A1 (en) | 2006-08-03 |
TW200637805A (en) | 2006-11-01 |
EP1856028A1 (en) | 2007-11-21 |
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