Chemistry Letters, Vol.36, No.1, 36-37, 2007
Studies toward stable analogues of guanofosfocins. Synthesis of the protected derivative of 8-(5a-carba-alpha-D-mannopyranosyloxy)purine nucleoside
As a preliminary study directed towards the synthesis of a stable analogue of the guanofosfocins, a methylene analogue of the endocyclic oxygen atom in the mannose moiety, was designed. The construction of the pseudo-alpha-mannosyl linkage at the 8-position of the purine nucleoside was accomplished by the regioselective ring-opening substitution of the 1,2-O-cyclic sulfate derivative of 5a-carba-mannopyranose.