Synlett

Synthesis and spectroscopic properties of porphyrin-substituted uridine and deoxyuridine

I Bouamaied, E Stulz

Index: Bouamaied, Imenne; Stulz, Eugen Synlett, 2004 , # 9 p. 1579 - 1583

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Citation Number: 13

Abstract

Abstract A general synthetic route to porphyrin-substituted uridine and 2′-deoxyuridine using Sonogashira coupling with acetylene porphyrins is presented. Both diphenyl and tetraphenyl porphyrins, as free base or zinc metallated, can be attached to the nucleobase. Selective TBDMS protection of the deoxyribose does not affect the coupling reaction. The substituents on the porphyrins render the conjugates soluble either in organic solvents ( ...