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Outline of synthetic routes to PAT analogs 9 and 10. Reagents and conditions: (i) 10% TFA in CH2Cl2, PhSH, 25 °C, 0.5–1 h, 65% (9) and 87% (10); (ii) 2% H2NNH2⋅H2O in DMF, 25 °C, 30–90 min, 79% (42) and 73% (46); (iii) PyBrOP, iPr2NEt, DMF, 0 °C, 5 min then 25 °C, 30 min, 70% (43) and 76% (49); (iv) 25% Et2NH in CH2Cl2, 25 °C, 1–3 h; (v) iPr2NEt, DMF, 25 °C, 12 h, 71% (45) and 74% (51); (vi) TrtCl, Et3N, CH2Cl2, 25 °C, 1 h; (vii) PhSH/Na2CO3, DMF, 25 °C, 3–5 h, 75% (48) and 92% (52).
