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The solution conformations of 9-β-ᴅ-arabinofuranosyladenine analogues modified at the 2′,3′ or 5′ positions are derived from the HRNMR spectra and the longitudinal relaxation rates of the protons. The compounds studied are: 9-β-ᴅ-arabinofuranosyladenine and its 2′-amino-2′-deoxy, 2′-chloro-2′-deoxy, 2′-azido-2 / -deoxy, 3′-amino-3′-deoxy, 3′-bromo-3′-deoxy, 3′-chloro-3′- deoxy, 3′-fluoro-3′-deoxy, 3 r -azido-3′-deoxy, 2 , ,3 , -diamino-2′,3′-dideoxy, 2′,5′-diamino-2′,5′-di- deoxy and 2′,5′-diazido-2′,5′-dideoxy analogues. It is derived from the data that the conforma­tional equilibria of the furanoside rings can be described by the two state N ⇔ 5 model of Altona and Sundaralingam.

Arabinose Conformations of 9-β -ᴅ-Arabinofuranosyladenine (ARA-A) Analogues Modified at the 2',3' or 5' Positions