Phosphonate analogs of hiv inhibitor compounds

Abstract

The invention is related to phosphorus substituted anti-viral inhibitory compounds, compositions containing such compounds, and therapeutic methods that include the administration of such compounds, as well as to processes and intermediates useful for preparing such compounds.

1 - 58 . (canceled) 
     
     
         59 . A method of preparing compound XXX: 
       
         
           
           
               
               
           
         
         comprising: converting compound 8: 
       
       
         
           
           
               
               
           
         
         in the presence of ethyl alanine ester HCl and phenol to afford compound 11: 
       
       
         
           
           
               
               
           
         
       
       and
 separating compound 11 using chiral column chromatography to afford compound XXX. 
 
     
     
         60 . The method of  claim 59 , wherein the conversion of compound 8 to compound 11 further comprises pyridine and triethylamine. 
     
     
         61 . The method of  claim 60 , wherein the conversion of compound 8 to compound 11 further comprises a mixture of 2,2′dithiodipyridine, triphenylphosphine and pyridine. 
     
     
         62 . The method of  claim 59 , wherein compound 8 is prepared by a method comprising: converting compound 7: 
       
         
           
           
               
               
           
         
         in the presence of ammonium hydroxide and methanol to afford compound 8. 
       
     
     
         63 . The method of  claim 62 , wherein the conversion of compound 7 to compound 8 further comprises bromotrimethylsilane and dimethylformamide. 
     
     
         64 . The method of  claim 63 , wherein the conversion of compound 7 to compound 8 further comprises NaHCO 3 . 
     
     
         65 . A method of preparing compound XXX: 
       
         
           
           
               
               
           
         
         comprising: converting compound 7: 
       
       
         
           
           
               
               
           
         
         to compound 8: 
       
       
         
           
           
               
               
           
         
         converting compound 8 to compound 11: 
       
       
         
           
           
               
               
           
         
       
       and
 separating compound 11 using chiral column chromatography to afford compound XXX. 
 
     
     
         66 . A compound which is compound XXX, or a pharmaceutically acceptable salt thereof, prepared by the method of  claim 59 . 
     
     
         67 . A compound which is compound XXX, or a pharmaceutically acceptable salt thereof, prepared by the method of  claim 65 .