Scheme 5. Initial steps in synthesis of MQ271 and MQ273. (a) HO(CH2)2OH, benzene, PTSA, reflux, 16 h, (57%); (b) Dess–Martin reagent, NaHCO3, 23 °C, 1 h, (98%); (c) (1) Li(t-BuO)3AlH, THF, −40 °C, 1 h; (2) ClCH2OMe, (i-Pr)2NEt, CH2Cl2, 23 °C, 16 h, (84%, 2 steps); (d) triethyl phosphonoacetate, EtOH, NaOEt, under N2, reflux 16 h, (74%); (e) H2, PtO2, EtOH, 23 °C, 3 h, (87%).
