Title:
ENANTIOMER SEPARATION FROM CHROMANE ACID ESTERS
Document Type and Number:
WIPO Patent Application WO1997047617
Kind Code:
A1
Abstract:
The invention relates to processes for the chromatographic separation of enantiomeric esters from 2-alkanoyl-chromane derivatives of the formula (I) in which Z is -(CH2)n1-(CHA)n2-(CH2)n3, where n1 = 0, 1, 2 or 3, n2 = 0 or 1, n3 = 0, 1, 2 or 3, with the proviso that n1 + n2 + n3 < 4, R<6>, R<7>, R<8> and R<9> are mutually independently H, A, OA, phenoxy, OH, F, Cl, Br, I, CN, CF3, NO2, NH2, NHA, NA2, Ac, Ph, cycloalkyl with 3 to 7 atoms, -CH2NH2, -CH2NHA, -CH2NA2, -CH2NHAc or -CH2NHSO2CH3, where two neighbouring radicals may also be an alkylene chain with 3 or 4 C atoms, A is alkyl with 1 to 6 C atoms, Ac is alkanoyl with 1 to 10 C atoms or aroyl with 7 to 11 C atoms, Ph is unsubstituted or R<5>, 2, 3 or 4-pyridyl or phenoxy-substituted phenyl, R<5> is unsubstituted or 1-5 F, CF3 or wholly or partially fluorine-substituted A, A and/or OA-substituted phenyl, by means of chromatography on sorbents containing aromatic carbamate-substituted polysaccharides, e.g. cellulose, especially cellulose-tris(3,5 dimethyl phenyl carbamate), using eluents containing C1 to C5 alcohols. Suitable eluents are C1 to C5 alcohols, especially methanol and ethanol or their mixtures. Preferred eluents are C1 to C5 alcohols and C1 to C10 hydrocarbons, especially mixtures of hexane or heptane with 2-propanol.
Inventors:
DEVANT RALF M (DE)
REUBOLD HELMUT (DE)
SCHULTE MICHAEL (DE)
REUBOLD HELMUT (DE)
SCHULTE MICHAEL (DE)
Application Number:
PCT/EP1997/002314
Publication Date:
December 18, 1997
Filing Date:
May 07, 1997
Export Citation:
Assignee:
MERCK PATENT GMBH (DE)
DEVANT RALF M (DE)
REUBOLD HELMUT (DE)
SCHULTE MICHAEL (DE)
DEVANT RALF M (DE)
REUBOLD HELMUT (DE)
SCHULTE MICHAEL (DE)
International Classes:
C07B57/00; C07D311/66; (IPC1-7): C07D311/66; C07B57/00
Other References:
TH.D. PENNING ET AL.: "SECOND GENERATION LEUKOTRIENE B4 ANTAGONISTS RELATED TO SC 41930.", JOURNAL OF MEDICINAL CHEMISTRY, vol. 38, 1995, WASHINGTON US, pages 858 - 868, XP002037316
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