Scheme 3. Synthesis of the Adjuvants 3x–5xa.
aReagents and conditions: (a) side chain 7, 8, or 9, HATU, DIPEA, CHCl3, 23 °C, 94% for 20x, 82% for 21x, 67% for 22x; (b) TFA/H2O (4:1), DCM, 0 °C; K2CO3, MeOH, 23 °C, 74% for 3x, 70% for 4x, 50% for 5x.
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