Scheme 2.
Outline of synthetic route to PAT analog 10. Reagents and conditions: (i) H2NNH2.H2O, EtOH, 80 °C, 1 h, 71%; (ii) HBTU, iPr2NEt, DMF, 0 °C, 5 min then 25 °C, 30 min, 61–81%; (iii) 25% Et2NH in CH2Cl2, 25 °C, 1 h, 78%; (iv) PhSH/Na2CO3, DMF, 25 °C, 12 h, 51%; (v) 50% TFA in CH2Cl2, PhSH, 25 °C, 1 h, 89%.
