172324-64-0Relevant articles and documents
Synthesis of 9--adenine and -guanine
Kaiwar, Vijay,Reese, Colin B.,Gray, Emily J.,Neidle, Stephen
, p. 2281 - 2288 (2007/10/02)
2,2-Dichloro-3-(benzyloxymethyl)cyclobutanone 15, which was prepared in 50percent yield by the cycloaddition of dichloroketene to allyl benzyl ether 14, was converted in four steps and in ca. 40percent overall yield into trans-3-(benzyloxymethyl)cyclobutanol 11b.The latter alcohol 11b was coupled under Mitsunobu conditions with 6-(4-chlorophenylsulfanyl)-9H-purine 21b and 6-(4-chlorophenylsulfanyl)-2-(phenylacetamido)-9H-purine 21c to give the 9-cyclobutylpurine derivatives 22 and 24, respectively, in 88 and 60percent yield.The former product 22 was converted in three steps and in 39percent overall yield into 9-adenine 6, and the latter product was converted in four steps and in 42percent overall yield into 9-guanine 7.X-Ray crystallographic data relating to compounds 22 and 24 are also reported.