Tetrahedron

Synthesis of bridged dinucleosides

DC Agathocleous, PCB Page, R Cosstick, IJ Galpin…

Index: Agathocleous, Demetrios C.; Bulman Page, Philip C.; Cosstick, Richard; Galpin, Ian J.; McLennan, Alexander G.; Prescott, Mark Tetrahedron, 1990 , vol. 46, # 6 p. 2047 - 2058

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Citation Number: 10

Abstract

A series of di-(adenosin-N6-yl) alkanes (1b)-(1l) has been prepared by reaction of the appropriate diaminoalkanes with 6-chloro-9-β-D-(2, 3, 5-tri-O-acetyl)-ribofuranosyl-purine (2) followed by ammonolysis. Alternatively, an analogous reaction with 6-chloro-9-β-D-(2, 3- O-isopropylidene)-ribofuranosylpurine (3) produced an intermediate which could be phosphorylated at the 5'-position prior to hydrolytic removal of the isopropylidene group. 4 ...