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Title:
METHOD FOR ENANTIOSELECTIVELY OPENING 3-SUBSTITUTED OXETAN-2-ONES UNDER THE ACTION OF LIPASES OF CANDIDA ANTARCTICA OR BURKHOLDERIA PLANTARRII
Document Type and Number:
WIPO Patent Application WO2006015727
Kind Code:
A3
Abstract:
The invention relates to a method for producing, in essence, enantiomer-pure 3-hydroxycarboxylic acids or esters of general formula (III) by reacting racemic oxetan-2-ones of general formula (I) with compounds R3-OH of general formula (II) in the presence of a lipase from Candida antarctica or Burkholderia plantarii, and separating the obtained products of formula (III) and (IV) from one another, and the radicals have the following meanings: R1, R2 and R3, independent of one another, represent H, C1-C10-substituted or unsubstituted alkyl, and substituted or unsubstituted aryl or hetaryl, whereby R1 and R2 cannot have the same meaning at the same time.

Inventors:
HABICHER TILO (DE)
STUERMER RAINER (DE)
Application Number:
PCT/EP2005/008190
Publication Date:
July 13, 2006
Filing Date:
July 28, 2005
Export Citation:
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Assignee:
BASF AG (DE)
HABICHER TILO (DE)
STUERMER RAINER (DE)
International Classes:
C12P7/24; C12P7/40; C12P7/62; C12P17/02; C12P41/00
Other References:
SAKAI, N. ET AL.: "Lipase promoted asymmetric trans-esterification of 4-alkyl-, 3-alkyl- and 3,4-dialkyloxetan-2-ones with ring-opening", JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS I, no. 1, 2000, pages 71 - 77, XP002372025
ADAM, W. ET AL.: "Enzymatic preparation of optically active alpha-methylene beta-lactones by lipase-catalyzed kinetic resolution through asymmetric transesterification", TETRAHEDRON: ASYMMETRY, vol. 8, no. 6, 27 March 1997 (1997-03-27), pages 833 - 836, XP004056867
ITO, T. ET AL.: "Preparation and Use of Novel (S)-beta-Chlorodifluoromethyl-beta-propi olactone as a Chiral Fluorinated Building Block", TETRAHEDRON, vol. 54, no. 21, 21 May 1998 (1998-05-21), pages 5523 - 5530, XP004118405
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