TW200637805A - Process to chiral beta amino acid derivatives by asymmetric hydrogenation - Google Patents

Process to chiral beta amino acid derivatives by asymmetric hydrogenation

Info

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
Application number
TW095102476A
Other languages
Chinese (zh)
Inventor
Yi Xiao
Joseph D Armstrong Iii
Shane W Krska
Eugenia Njolito
Nelo R Rivera
Yongkui Sun
Thorsten Rosner
Andrew M Clausen
Original Assignee
Merck & Co Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Merck & Co Inc filed Critical Merck & Co Inc
Publication of TW200637805A publication Critical patent/TW200637805A/en

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.
TW095102476A 2005-01-24 2006-01-23 Process to chiral beta amino acid derivatives by asymmetric hydrogenation TW200637805A (en)

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

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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