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Synthesis of (±)-γ-CEHC glucoside (Glc). A: Synthetic route to epimeric (±)-γ-carboxyethyl hydroxychroman (CEHC) Glc from ethyl levulinate. THF, tetrahydrofuran; BF3·OEt2, boron trifluoride etherate; MeOH, methanol; DCM, dichloromethane B: NMR spectrum of synthetic (±)-γ-CEHC Glc. Proton spectra were recorded using a Jemini-300MHz spectrometer and chemical shifts were reported as ppm.
