Enantiomeric resolution of 2,4-disubstituted 1,3-oxathiolane...

C - Chemistry – Metallurgy – 07 – H

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C07H 19/06 (2006.01)

Patent

CA 2736163

Single enantionmers of compounds of formula (B), in either the cis or trans configuration, (B) wherein R1 and R2 are as defined herein, can be separated from enantiomeric mixtures thereof by reacting the compound with an acid to produce a conglomerate salt that has the following characteristics: the IR spectrum of the salt of the racemic compound, a 1:1 mixture of (-) and (+) crystals, is identical to that of the each of the single enantiomer, and the salt of the racemic compound has a melting point lower that that of either single enantiomer. The conglomerate salt is then separated by preferential crystallization.

Les énantiomères individuels de composés représentés par la formule (B), dans la configuration soit cis soit trans, (B) dans laquelle R1 et R2 sont tels que définis dans la description, peuvent être séparés à partir de mélanges énantiomériques de ceux-ci par réaction du composé avec un acide pour produire un sel aggloméré qui a les caractéristiques suivantes : le spectre IR du sel du composé racémique, un mélange à 1:1 de cristaux (-) et (+), est identique à celui de chacun des énantiomères individuels et le point de fusion du sel du composé racémique est inférieur à celui de l'un ou l'autre des énantiomères individuels. Le sel aggloméré est ensuite séparé par cristallisation préférentielle.

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