174359-09-2Relevant articles and documents
Synthesis of phosphonate isosteres of 2′-deoxy-1′,2′-seco-nucleotides
El-Subbagh, Hussein I.,Racha, Saibaba,Abushanab, Elie,Panzica, Raymond P.
, p. 890 - 894 (1996)
Practical and convergent syntheses of 2′-deoxy-1′,2′-seco-nucleophosphonates and 1′,2′-seco-nucleophosphonates are described. Phosphonate chirons derived from D-isoascorbic acid were used in alkylation of functionalized nucleobases to provide the title phosphonate isosteres in good yields. Subsequent deprotection and deesterification led to the 5′-C-methylenephosphonic acids which were conveniently purified using gravity flow C18 reverse phase column chromatography.
