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. 2017 May 30;8(8):5454–5459. doi: 10.1039/c7sc01647f

Scheme 3. Synthesis of oCOm-19 reagents and conditions: (a) BocNHCH2CH2NH2, CH2Cl2, 0 °C to rt (69%). (b) Br2, CCl4, reflux. (c) NEt3, THF, 0 °C (57% over two steps). (d) PhCH3, 15, reflux, (93%). (e) DBU, THF, rt, (88%). (f) 6 M HCl, 1,4-dioxane, 0 °C to rt, A = Cl (99%), A = TFA, (34% + inseparable mixture of oCOM-19 and BP-CO-19). (g) 6 M HCl, 1,4-dioxane, 0 °C to rt, (95%).

Scheme 3