Scheme 2.
Reagents and yields: (a) (i) NaOMe, MeOH (ii) TBSCl, imidazole, CH2Cl2, 84%; (b) 9, TMSOTf, CH2Cl2, 79%; (c) (i) TABF, THF; (ii) NaN3, TBAI, DMF, 76%; (d) (i) Ac2O, pyridine; (ii) TABF, THF; (iii) NaN3, TBAI, DMF, 85%; (e) (i)) N2H4-H2O, EtOH; (ii) Ac2O, pyridine; (iii) NaOMe/MeOH, 82%; (f) (i) Py-SO3, pyridine; (ii) N2H4-H2O, EtOH; (iii) Ac2O, pyridine; (iv) NaOMe, MeOH, 66%.