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. Author manuscript; available in PMC: 2013 Jun 15.
Published in final edited form as: Bioorg Med Chem Lett. 2012 Apr 25;22(12):4018–4022. doi: 10.1016/j.bmcl.2012.04.084

Scheme 1.

Scheme 1

The synthesis of compounds 4–13.

Reagents: (a) P2O5-CH3SO3H, 80 ° C, 1 h (4: 92%; 5: 95%). (b) MeI, K2CO3, acetone, reflux, 60 ° C, overnight (6, 85%). (c) (i) KOH, prenyl bromide, H2O, 0 ° C, 24 h (7: 5.8%; 8: 4.2%; 9: 16%;). (ii) KOH, KI, prenyl bromide, DMF, 0 ° C, 24 h (10: 4.2%; 11: 50%; 12: 5.8%; 13: 10%).