Pinacol → HCID 57822466, compound

Participants

Reaction Steps

A mixture of (E)-(3-(((benzyloxy)carbonyl)amino)prop-1-en-1-yl)boronic acid (2.38 g, 10.14 mmol), pinacol (1.418 g, 12 mmol), and magnesium sulfate (2 g, 16.62 mmol) in ether (25 mL) was stirred for 2 days. The mixture was filtered and concentrated. The crude material was purified by silica gel chromatography using 0-30% EtOAc/hexane as the eluent to give (E)-benzyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)carbamate as a clear oil (1.6 g, 50%). LCMS: Rt=3.66 min, 77%, (M+H)+=318, (M−H)−=316.

Provenance & Evidence