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Reagents and conditions: i) Ac2O, py, CH2Cl2; ii) K2CrO4, AcOH; iii) NaOMe, MeOH; iv) H2NOH.HCl, NaOAc, MeOH; v) H2, PtO2 (~1 mol%), AcOH, 7 d; vi) Zn, AcOH; vii) (Boc)2O, THF, aq. KOH; viii) Ph3P, DEAD, MeSO3H, THF-toluene; ix) NaN3, THF-DMPU; x) H2, Pd/C, EtOAc-MeOH; xi) allyl chloroformate, i-Pr2NEt, CH2Cl2, NaHCO3 aq.
