Scheme 2. Synthesis of aminomethyl-substituted IT1t (4). Reagents and conditions: (a) 4,4-dimethyl-imidazoline-2-thione, 1,3 dichloroacetone, CH3CN, 1-methoxy-2-(2-methoxyethoxy)-ethane, 145 °C 50–60% (b) BOC2O, NaHCO3, 1,4-dioxane, –5 °C, 50–60% (c) DPPA, TEA, BnOH, 80 °C, 20–30% (d) Pd/C, MeOH, H2, 10 psi, rt, 90–95% (e) TEA, CS2, THF, 0 °C (f) TsCl, HCl, rt, 2 step 60–70% (g) CH2Cl2, 8, rt, 70–80% (h) CH3CN, reflux, 5, 50–60% (i) CH2Cl2, TFA, rt, 90–95%.
