Scheme 2.
Synthesis of ribose derivatives containing the novel N6-dicyclobutylmethyl group and optionally substituted at the 5′ position with chloro or an alkyl thioether. Reagents and conditions: (i) dicyclobutylmethyl-amine, DIPEA, 2-propanol, rt; (ii) NH3/MeOH, rt; (iii) 2,2-dimethoxy propane, p-TSA, acetone, rt; (iv) SOCl2, pyridine, CH3CN, 0 oC-rt; (v) EtSNa, DMF, rt; (vi) 10% TFA, MeOH, 70 oC.