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. Author manuscript; available in PMC: 2011 Nov 11.
Published in final edited form as: J Med Chem. 2010 Nov 11;53(21):7467–7489. doi: 10.1021/jm901742e

Scheme 5.

Scheme 5

Synthesis of A) Ac2-DPD 91 and B) C5-alkyl DPD analogs 95.

Reagents: (a) Ac2O, pyr., Et3N, CH2Cl2, 0 °C, 18 h; (b) O3, MeOH, Me2S, −78 °C to rt, 24 h; (c) i) THF, DABCO, 0 °C; ii) TBAF, THF, rt. (d) O3, MeOH, Me2S, −78 °C to rt.