ACYCLIC NUCLEOSIDE ANALOGS .2. ACYCLIC AN ALOGS OF GUANOSINE, 7-DEAZAGUANOSINE, AND 7-DEAZAADENOSINE WITH A CIS-HYDROXYPENTENE FRAGMENT

Condensations of 5-acetoxy-1-bromo-2-pentene with 2-amino-6-chloropuri ne, 4-chloropyrrolo[2,3-d]pyrimidine, and 2-amino-4-chloropyrrolo[2,3- d]pyrimidine sodium salts gave acyclic analogs of guanosine, 7-deazagu anosine, and 7-deazaadenosine. The subsequent deprotection with 0.1 N NaOH or methanol saturated with ammonia yielded the desired nucleoside analogs containing a cis-hydroxypentene fragment and either natural o r modified heterocycle.