4-Methoxybenzyl alcohol → HCID 22876570, compound

Participants

Reaction Steps

A solution of 4-methoxybenzyl alcohol (1.50 g, 10.87 mmol) in toluene (6 ml) was added to a solution of (3S,4R)-4-[(2,2-dimethyl-4H-1,3-dioxin-4-on-6-yl)ethyl]-3-phenylacetamidoazetidin-2-one (3.86 g, 10.78 mmol) and heated to reflux for 1.5 h. The reaction mixture was concentrated in vacuo and the residue triturated with toluene to give the title compound (3.50 g, 75%) as a crude product; νmax (CH2Cl2) 3412, 1772, 1747, 1717, 1684 and 1514 cm-1 ; δH (CDCl3) 1.63 (2H, m), 2.39 (2H, t, J7.0 Hz), 3.37 (2H, s), 3.58 (2H, s), 3.68 (1H, m), 3.81 (3H, s), 5.09 (2H, s), 5.18 (1H, m), 6.26 (1H, br.s, exch.), 6.63 (1H, d, J 7.9 Hz), 6.89 (2H, d, J 8.6 Hz) and 7.21-7.38 (7H, m); m/z (FAB, -ve ion, thioglycerol) 437 (M-H)-.

Provenance & Evidence