Hydrochloric Acid → HCID 70907144, compound

Participants

Reaction Steps

To a stirred solution of (R)-2-tert-butoxycarbonylamino-3-methyl-butyric acid (2R,3S,4R,5R,6S)-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester (2.8 g, 4.6 mmol) in methanol (30 ml) was added 3 N methanolic HCl (30 ml) at room temperature. After refluxing for 2 h, volatiles were evaporated under reduced pressure. The resulting residue was taken in ethyl acetate (50 ml) and washed with aqueous saturated sodium bicarbonate solution (15 ml), brine (15 ml), dried over sodium sulfate, concentrated, and purified by preparative HPLC to give 410 mg of (R)-2-Amino-3-methyl-butyric acid (2R,3S,4R,5R,6S)-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester as a white solid.

Provenance & Evidence