The Journal of Organic Chemistry

Nucleoside annelating reagents: n-(tert-Butoxycarbonyl)-2-bromoacetamide and 2-Chloroketene diethyl acetal

NJ Leonard, KA Cruickshank

Index: Leonard, Nelson J.; Cruickshank, Kenneth A. Journal of Organic Chemistry, 1985 , vol. 50, # 14 p. 2480 - 2488

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Citation Number: 24

Abstract

The title reagents undergo cyclocondensation reactions with the amidine-like moiety of tri-0- acetyladenosine and cytidine (and related compounds) to form a new five-membered ring (etheno bridging), substituted with a (tert-butoxycarbony1) amino or an ethoxy function. Some of the products exhibit useful fluorescence properties. Removal of the tert- butoxycarbonyl group with standard conditions gives the corresponding, somewhat ...