Processes for preparing substituted 1,3-oxathiolanes with antiviral properties
AssigneeBioChem Pharma Inc.
InventorsBernard Belleau, deceased, Tarek Mansour, Allan Tse, Colleen A. Evans, Haolun Jin, Boulos Zacharie, Nghe Nguyen-Ba
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Abstract
Disclosed are processes for preparing compounds of the formula (I) and pharmaceutically acceptable salts or esters thereof: ##STR1## wherein R.sub.2 is a purine or pyrimidine base or an analogue or derivative thereof; and Z is S, S.dbd.O or SO.sub.2. The invention also relates to intermediates of use in the preparation of these compounds.
Claims2
An intermediate useful in the production of oxathiolane compounds, said intermediate selected from the group consisting of:
- trans-2-hydroxymethyl-5-acetoxy-1,3-oxathiolane;
- cis-2-benzoyloxymethyl-5-hydroxy-1,3-oxathiolane,
- trans-2-benzoyloxymethyl-5-hydroxy-1,3-oxathiolane, and mixtures thereof;
- and
- cis-2-benzoyloxymethyl-5-acetoxy-1,3-oxathiolane,
- trans-2-benzoyloxymethyl-5-acetoxy-1,3-oxathiolane, and mixtures thereof.
An intermediate useful in the production of oxathiolane compounds, said intermediate selected from the group consisting of:
- cis-2-benzoyloxymethyl-5-(4',5'-dichlorobenzoyloxy)-1,3-oxathiolane, trans-2-benzoyloxymethyl-5-(4',5'-dichlorobenzoyloxy)-1,3-oxathiolane, and mixtures thereof;
- cis-2-benzoyloxymethyl-5-trimethylacetoxy-1,3-oxathiolane, trans-2-benzoyloxymethyl-5-trimethylacetoxy-1,3-oxathiolane, and mixtures thereof;
- cis-2-benzoyloxymethyl-5-(2',2',2'-trichloroethoxycarbonyloxy)-1,3-oxathiol ane, trans-2-benzoyloxymethyl-5-(2',2',2'-trichloroethoxycarbonyloxy)-1,3-oxath iolane, and mixtures thereof;
- cis-2-benzoyloxymethyl-5-(ethoxycarbonyloxy)-1,3-oxathiolane, trans-2-benzoyloxymethyl-5-ethoxycarbonyloxy-1,3-oxathiolane, and mixtures thereof;
- and
- cis-2-benzoyloxymethyl-5-(methoxycarbonyloxy)-1,3-oxathiolane, trans-2-benzoyloxymethyl-5-methoxycarbonyloxy-1,3-oxathiolane, and mixtures thereof.
Dependencies are inferred from the claim text.