Synthesis of 2'-deoxynucleoside 5'-methylenebis-(phosphonate)s using 2- (4-nitrophenyl)ethyl mthylene-bis(phosphonate) as the phosphonylating agent

Krystyna Lesiak, Kyoichi A. Watanabe, Krzysztof W. Pankiewicz

Research output: Contribution to journalArticle

Abstract

2-(4-Nitrophenylethyl) methylenebis(phosphonate) (1) has been prepared by reaction of 2-(4-nitrophenyl)ethyl alcohol with methylenebis(phosphonyl) tetrachloride. Compound 1 was treated with diisopropylcarbodiimide (DIC) to give bicyclic intermediate 2, which in reaction with suitably protected 2'- deoxynucleosides 3 gave P1,P2-disubstituted methylenebis(phosphonate)s 4. Removal of the nitrophenylethyl group by β-elimination with DBU afforded the corresponding 2'-deoxynucleoside 5'-methylene-bis(phosphonate) analogues 5.

Original languageEnglish (US)
Pages (from-to)1857-1860
Number of pages4
JournalNucleosides and Nucleotides
Volume17
Issue number9-11
DOIs
StatePublished - Jan 1 1998

Fingerprint Dive into the research topics of 'Synthesis of 2'-deoxynucleoside 5'-methylenebis-(phosphonate)s using 2- (4-nitrophenyl)ethyl mthylene-bis(phosphonate) as the phosphonylating agent'. Together they form a unique fingerprint.

  • Cite this