Scheme 7:
Reagents and conditions: (a) NIS, AgOTf, MS 4Å, CH2Cl2, −30 °C, 30 min, 77%; (b) (i) CH3ONa, CH3OH, r t, 2 h; (ii) BnBr, NaH, DMF, r t, 2 h; (iii) 80% AcOH, 80 °C, 2 h; (iv) Ac2O, pyridine, 3 h; (v) 10% Pd-C, H2, CH3OH, r t, 24 h, overall yield 47%.