PROCESS FOR RECOVERY OF THE DESIRED CIS-1,3-OXATHIOLANE NUCLEOSIDES FROM THEIR UNDESIRED TRANS-ISOMERS

A process for the preparation of 1,3-oxathiolane nucleoside analogues i n predominantly the cis-form, from mixture of cis-/trans-1,3-oxathiolane nucleosides or their protected derivatives thereof, comprising: (i) treatment of the cis-/trans-1,3-oxathiolane nucleosides (or protected derivatives there...

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Hauptverfasser: MURTHY, K.S. KESHAVA, WANG, ZHI-XIAN, REDDY, GURIJALA V, SENANAYAKE, CHANDRAWANSHA B.W
Format: Patent
Sprache:eng ; fre
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Zusammenfassung:A process for the preparation of 1,3-oxathiolane nucleoside analogues i n predominantly the cis-form, from mixture of cis-/trans-1,3-oxathiolane nucleosides or their protected derivatives thereof, comprising: (i) treatment of the cis-/trans-1,3-oxathiolane nucleosides (or protected derivatives thereof) with a pyrimidine base (or it derivatives thereof) and an acid, (ii) adding a suitable acid to the obtained cis-/trans-mixture of isomers, (iii) selective crystallization of the desired cis-isomer salt from a solven t or combination of solvents, and (iv) treatment of the predominantly cis-isomer salt with a suitable base to offer the free 1,3-oxathiolane nucleosides, and thereafter optionally repeating steps (i) to (iv) inclusive.