Process for recovery of the desired cis-1,3-oxathiolane...

C - Chemistry – Metallurgy – 07 – D

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C07D 411/04 (2006.01) C07D 405/04 (2006.01) C07D 471/04 (2006.01) C07D 473/00 (2006.01) C07D 487/04 (2006.01) C07F 7/10 (2006.01)

Patent

CA 2351049

A process for the preparation of 1,3-oxathiolane nucleoside analogues in 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 solvent 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.

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