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Generated: August 22, 2017

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Title: Processes for preparing substituted 1,3-oxathiolanes with antiviral properties
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.
Inventor(s): Belleau, deceased; Bernard (late of Westmount, CA), Mansour; Tarek (Montreal, CA), Tse; Allan (Ville St-Laurent, CA), Evans; Colleen A. (Montreal, CA), Jin; Haolun (Pierrefonds, CA), Zacharie; Boulos (Laval des Rapides, CA), Nguyen-Ba; Nghe (La Prairie, CA)
Assignee: BioChem Pharma Inc. (Laval, CA)
Filing Date:Jun 06, 1995
Application Number:08/468,548
Claims:1. 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.

2. 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.
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Boehringer Ingelheim
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Dow
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Cantor Fitzgerald
US Army
Baxter
Colorcon
US Department of Justice
Teva

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