Global Patent Index - EP 1926709 A4

EP 1926709 A4 20090624 - PROCESS FOR THE PREPARATION OF CHIRAL 3-HYDROXY PYRROLIDINE COMPOUND AND DERIVATIVES THEREOF HAVING HIGH OPTICAL PURITY

Title (en)

PROCESS FOR THE PREPARATION OF CHIRAL 3-HYDROXY PYRROLIDINE COMPOUND AND DERIVATIVES THEREOF HAVING HIGH OPTICAL PURITY

Title (de)

VERFAHREN ZUR HERSTELLUNG EINER CHIRALEN 3-HYDROXYPYRROLIDINVERBINDUNG UND DERIVATEN DAVON MIT HOHER OPTISCHER REINHEIT

Title (fr)

PROCÉDÉ DE SYNTHÈSE D'UN COMPOSÉ CHIRAL DE TYPE 3-HYDROXYPYRROLIDINE ET DE DÉRIVÉS DUDIT COMPOSÉ DE PURETÉ OPTIQUE ÉLEVÉE

Publication

EP 1926709 A4 20090624 (EN)

Application

EP 06783728 A 20060824

Priority

  • KR 2006003341 W 20060824
  • KR 20050078199 A 20050825
  • KR 20060080184 A 20060824

Abstract (en)

[origin: WO2007024113A1] The present invention relates to an effective process for the preparation of optically pure chiral 3-hydroxypyrrolidine or derivatives thereof. More particularly, the present invention relates to an efficient process for the preparation of chiral 3-hydroxypyrrolidine or derivatives thereof, comprised of introducing a suitable protecting group to the starting material 4-chloro-3-hydroxybutyronitrile. Introduction of the hydroxy-protecting group provides advantages: efficient prevention of formation of side products, enhanced performance of the reduction of the nitrile group of the starting material, and enhanced performance of in-situ in¬ tramolecular cyclization. The chiral 3-hydroxypyrrolidine compound is produced in high yield and with high purity.

IPC 8 full level

C07D 207/12 (2006.01)

CPC (source: EP)

C07D 207/12 (2013.01); Y02P 20/55 (2015.11)

Citation (search report)

  • [DA] EP 0269258 A2 19880601 - ROBINS CO INC A H [US]
  • [A] PELLEGATA R ET AL: "AN IMPROVED SYNTHESIS OF GAMMA-, DELTA-, AND EPSILON-LACTAMS", SYNTHESIS, GEORG THIEME VERLAG, STUTTGART, DE, 1 August 1978 (1978-08-01), pages 614 - 616, XP000673066, ISSN: 0039-7881
  • [A] MURAHASHI S-I ET AL: "Synthesis of (R)- and (S)-3-(tert-butyldimethylsilyloxy)-1-pyrroline N-oxides -- chiral nitrones for synthesis of biologically active pyrrolidine derivative, Geissman-Waiss lactone", TETRAHEDRON LETTERS, ELSEVIER, AMSTERDAM, vol. 39, no. 18, 30 April 1998 (1998-04-30), pages 2765 - 2766, XP004113343, ISSN: 0040-4039
  • [A] HARRIS B D ET AL: "SYNTHESIS OF 3S-PYRROLIDINOL FROM L-GLUTAMIC ACID", SYNTHETIC COMMUNICATIONS, TAYLOR & FRANCIS GROUP, PHILADELPHIA, PA, vol. 16, no. 14, 1 January 1986 (1986-01-01), pages 1815 - 1822, XP008075594, ISSN: 0039-7911
  • See references of WO 2007024113A1

Designated contracting state (EPC)

AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LI LT LU LV MC NL PL PT RO SE SI SK TR

DOCDB simple family (publication)

WO 2007024113 A1 20070301; EP 1926709 A1 20080604; EP 1926709 A4 20090624

DOCDB simple family (application)

KR 2006003341 W 20060824; EP 06783728 A 20060824