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Synthetic pathway to thiazolopyridone derivatives 4a,b of HeE1-2Tyr (1). Reagents and conditions: a) 2-bromo-2-phenylacetyl chloride, TEA, THF, rt, 1 h, b) ethyl acrylate, toluene, 110 °C, 24 h, c) NaOH, H2O, MeOH, 70 °C, 2 h, d) H–ʟ-Tyr–OMe, HOBt, EDCI, TEA, DCM, DMF, rt, 12 h, e) LiOH⋅H2O, H2O, 1,4-dioxane, rt, 2 h.
