Synthesis of 1,5-anhydro-2-(N6-cyclopentyladenin-9-yl)-2-deoxy-D- altrohexitol

Article abstract of DOI:10.1080/15257779508012372

The N⁶-cyclopentyladenosine (CPA) analogue (4) was synthesized in 10 steps starting from glucose. The results of the radioligand binding assays are consistent with the thus far published findings that compounds containing a six-membered moiety at N⁹ exhibit extremely weak affinity for adenosine receptors. Replacement of the ribofuranosyl moiety of CPA (2) by a 2-deoxy-D-altrohexitol moiety is sufficient to completely abolish its agonist activity.