SYNTHESIS OF PHOSPHONATE ANALOGS OF NUCLEOTIDES WITH A 2,5-DIHYDRO-1,2-OXAPHOSPHOLENE CARBON SKELETON

Abstract

Electrophilic halogenation of substituted diethyl [4-(6-amino-9H-purin-9-yl)-3-methylbuta-1,2-dien-1‑yl]phosphonates proceeded as a heterocyclization involving the phosphoryl oxygen atom of the phosphonate fragment. The reaction products were 9-[(2-ethoxy-4-halo-5-methyl-2-oxido-2,5-dihydro-1,2-oxaphosphol-5-yl)methyl]-9H-purin-6-amines, a new type of phosphonate analog of nucleotides.

Author: V. K. Brel

English Translation in Chemistry of Heterocyclic Compounds, 2012, 48 (11), pp 1710-1715

http://link.springer.com/article/10.1007/s10593-013-1197-1