Synthesis and X-ray crystal structure of the first example of an anhydro-nucleoside with two oxygen bridges between the base and the sugar
Abstract
The isomerization with boron trifluoride–ether of 4-N-acetyl-1-(2,3-O-isopropylidene-5,6-anhydro-β-D-allo- and -α-L-talo-furanosyl)cytosine (4) and (5), an epoxide mixture obtained in two steps from protected cytidine, gave 4-acetamido-1-(2,5′:2,6′-dianhydro-2′,3′-O-isopropylidene-α-L-talofuranosyl)-1,2-dihydropyrimi-dine (7), the constitution of which was confirmed by X-ray crystallography.