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Synthesis of (4'(R)-C-phenyl-D-ribotetrofuranosyl)adenine analogue 74.
Reagents and Conditions: (i) (a) Cyclohexanone, FeCl3, Sikkon, 50 °C, 2.5 h, 89%; (b) NaOH, H2O, NaIO4, 0 °C then BaCl2.10 H2O, 4 °C, 10 min, 93%; (ii) PhMgBr, THF, 10 °C, 2 h, 70: 47%, 71: 34%; (iii) DIBAL-H, toluene, −78 °C, 10 min, 99%; (iv) aq. AcOH, 60 °C, 2 h, 89%; (v) (a) N6-benzoyl-N6,9-bis(trimethylsilyl)adenine, SnCl4, CH2Cl2, rt, 1 h; (b) NH3, MeOH, rt, 15 h, 66%.
