Global Patent Index - EP 2576553 A4

EP 2576553 A4 20131120 - HIGHLY SELECTIVE ASYMMETRIC HYDROFORMYLATION OF (1S,4R) OR (1R,4S)-2-AZABICYCLO[2.2.1]HEPT-5-EN-3- ONE (+) OR (-)-LACTAM

Title (en)

HIGHLY SELECTIVE ASYMMETRIC HYDROFORMYLATION OF (1S,4R) OR (1R,4S)-2-AZABICYCLO[2.2.1]HEPT-5-EN-3- ONE (+) OR (-)-LACTAM

Title (de)

HOCHSELEKTIVE ASYMMETRISCHE HYDROFORMYLIERUNG AUS (1S,4R)- ODER (1R,4S)-2-AZABICYCLO-[2.2.1-]HEPT-5-EN-3-ON(+)- ODER (-)-LACTAM

Title (fr)

HYDROFORMYLATION ASYMÉTRIQUE EXTRÊMEMENT SÉLECTIVE DE LA (+) OU (-)-LACTAME (1S,4R)- OU (1R,4S)-2-AZABICYCLO[2.2.1]HEPT-5-ÉN-3-ONE

Publication

EP 2576553 A4 20131120 (EN)

Application

EP 11787411 A 20110526

Priority

  • US 34889010 P 20100527
  • US 2011038134 W 20110526

Abstract (en)

[origin: WO2011150205A2] Methods of producing the compounds of formula (22) and (23) or enantiomers thereof comprising hydroformylation of compounds of the formula (21) or their enantiomers: using Kelliphite as chiral ligand wherein R is -H or an amine-protecting group.

IPC 8 full level

C07D 471/08 (2006.01); C07C 269/06 (2006.01); C07C 271/36 (2006.01); C07D 209/52 (2006.01)

CPC (source: EP)

C07C 269/06 (2013.01); C07C 271/36 (2013.01); C07D 209/52 (2013.01); C07D 471/08 (2013.01); Y02P 20/55 (2015.11)

Citation (search report)

  • [AD] US 6166022 A 20001226 - BROWN ROGER [GB], et al
  • [A] US 2007049587 A1 20070301 - ZBINDEN KATRIN G [CH], et al
  • [A] C.F. PALMER ET AL.: "Rearrangement of 2-azabicyclo[2.2.1]hept-5-en-3-ones. Synthesis of cis-3-aminocyclopentane carboxylic acid derivatives.", JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANS 1, vol. 58, no. 8, 21 April 1992 (1992-04-21), pages 1021 - 1028, XP008165279, ISSN: 0300-922X
  • [A] BLANCO J M ET AL: "Divergent synthesis of two precursors of 3'-homo-2'-deoxy- and 2'-homo-3'-deoxy-carbocyclic nucleosides", TETRAHEDRON, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 58, no. 43, 21 October 2002 (2002-10-21), pages 8843 - 8849, XP004390194, ISSN: 0040-4020, DOI: 10.1016/S0040-4020(02)01053-0
  • [AD] HUANG J ET AL: "A highly enantioselective catalyst for asymmetric hydroformylation of [2.2.1]-bicyclic olefins", TETRAHEDRON LETTERS, PERGAMON, vol. 46, no. 45, 7 November 2005 (2005-11-07), pages 7831 - 7834, XP027862901, ISSN: 0040-4039, [retrieved on 20051107]
  • [AP] GARY M. NOONAN ET AL: "Asymmetric Hydroformylation of an Enantiomerically Pure Bicyclic Lactam: Efficient Synthesis of Functionalised Cyclopentylamines", CHEMISTRY - A EUROPEAN JOURNAL, vol. 16, no. 43, 15 November 2010 (2010-11-15), pages 12788 - 12791, XP055083083, ISSN: 0947-6539, DOI: 10.1002/chem.201002233
  • See references of WO 2011150205A2

Designated contracting state (EPC)

AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

DOCDB simple family (publication)

WO 2011150205 A2 20111201; WO 2011150205 A3 20120329; EP 2576553 A2 20130410; EP 2576553 A4 20131120; IN 10271CHN2012 A 20150410

DOCDB simple family (application)

US 2011038134 W 20110526; EP 11787411 A 20110526; IN 10271CHN2012 A 20121207