Abstract: | We have synthesized two isomeric dideoxynucleosides. 4(S)‐(6‐Amino‐9H‐purin‐9‐yl)‐3‐methylene‐2,3,4,5‐tetrahydrofuran‐2(S)‐ylmethanol, C11H13N5O2, is an analogue of the anti‐HIV compound (S,S)‐isodideoxyadenosine (isoDDA) with an exocyclic methylene group and is found to be anti‐HIV inactive. The solid‐state comformation is very similar to that of isoDDA. 4(S)‐(6‐Amino‐3H‐purin‐3‐yl)‐3‐methylene‐2,3,4,5‐tetrahydrofuran‐2(S)‐ylmethanol, C11H13N5O2, has an isomeric arrangement of the carbohydrate and base moieties, as confirmed by the crystal structure analysis. The asymmetric unit contains two independent molecules that differ in conformations at the sugar moiety. |