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filingDate 1961-06-13-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1964-03-25-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-953012-A
titleOfInvention Process for the preparation of dl-ribose and dl-arabinose
abstract dl-Ribose and dl-arabinose are made by reacting a compound of the formula CHO-CH(OR1)2, wherein R1 is an alkyl group of 1 tto 5 carbon atoms, a phenyl group or a benzyl group with a compound of the formula R2-O-CH2-C­C-MgX wherein R2 is 2-tetrahydropyranyl, 2-tetrahydrofuryl, benzyl or an alkoxyethyl group of 1 to 5 carbon atoms in the alkyl moiety to produce a compound of the formula: R2-O-CH2\C­C-CH(OH)-CH(OR1)2 (dl-form), hydrogenating the latte in the presence of a hydrogenation catayst until 1 mole of hydrogen is absorbed to produce a compound having the general formula: R2-O-CH2-CH=CH-CH(OH)-CH(OR1)2 dl-cis form), reacting this with an acylating agent to produce a compound of the formula: R2-O-CH2-CH==CH-(OCOR3)-CH(OR1)2 (dl-cis-form) wherein R3 is an alkyl of 1 to 5 carbons,s or a phenyl group, reacing this compound with alkali metal permanganate, osmium tetroxide or hydrogen peroxide to form a mixture of a compound of formula: <FORM:0953012/C2/1> and a compound of the formula: <FORM:0953012/C2/2> treating the resulting mixture with a mineral acid to produce a mixture of dl-ribose and dl-arabinose and separating the mixture into dl-ribose and dl-arabinose for example by cellulose powder column chromatography using n -butanol or pyridine as an eluting agent or ion-exchange resin chromatography. For example the saccharide mixture may be separated by chromatographing on strongly basic anion-exchange resin (obtained from styrene divinyl benzene copolymers) of quaternary ammonium salt type in the form of borates using aquesous potassium borate for developing and eluting.
priorityDate 1960-06-18-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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