Skip to main content
. 2012 Oct 29;78(1):124–133. doi: 10.1021/jo302053v

Scheme 1. Microwave-Assisted Synthesis of Cyclic Polyamides 1–7.

Scheme 1

All PyBOP-mediated coupling conditions were performed under microwave-assisted conditions (see Table 1). Reagents and conditions: (i) 50% piperidine, DMF; (ii) FmocPyOH, PyBOP, DIEA, DMF; (iii) 50% piperidine, DMF; (iv) FmocPyOH, PyBOP, DIEA, DMF; (v) 50% piperidine, DMF; (vi) FmocImOH, PyBOP, DIEA, DMF; (vii) 50% piperidine, DMF; (viii) Z-β-Dab(Fmoc)-OH (for 1–6) or Boc-β-Dab(Fmoc)-OH (for 7), PyBOP, DIEA, DMF; (ix) 50% piperidine, DMF; (x) FmocPyOH, PyBOP, DIEA, DMF; (xi) 50% piperidine, DMF; (xii) FmocPyOH, PyBOP, DIEA, DMF; (xiii) 50% piperidine, DMF; (xiv) FmocPyOH (for 1–3) or FmocImOH (for 4–7), PyBOP, DIEA, DMF; (xv) 50% piperidine, DMF; (xvi) FmocImOH, PyBOP, DIEA, DMF; (xvii) 50% piperidine, DMF; (xviii) Z-β-Dab(Fmoc)-OH (for 1 and 4 and 7) or Fmoc-GABA-OH (for 2 and 5) or Boc-β-Dab(Fmoc)-OH (for 3 and 6), PyBOP, DIEA, DMF; (xix) 30% HFIP, DCM; (xx) 20% piperidine, DMF; (xxi) DPPA, DIEA, DMF; (xxii) 10% TFMSA, TFA (for 1, 2, 4, and 5) or TFA (for 3, 6, and 7).