Triacetoxyperiodinane → HCID 69436793, compound

Participants

Reaction Steps

This amide then was treated with Dess-Martin periodinane (111 mg, 0.149 mmol) at room temperature. After stirring for 1 hour, 5 mls of saturated Na2S2O3—NaHCO3 was added. After a further 0.5 hours, the reaction mixture was extracted with ethyl acetate, washed with brine, dried with MgSO4 and concentrated. The residue was purified with silica gel column chromatography to yield 13 mgs of N-[1-(5-Methoxymethyl-[1,3,4]oxadiazole-2-carbonyl)-propyl]-4-morpholin-4-yl-4-oxo-2-benzylsulfonyl-methyl-butyramide; H1 NMR(CDCl3): 7.8, 7.5(1H, d,d NH, diastereomeric), 7.4–7.2(5H, m), 5.3–5.1(1H, m), 4.6(2H, s, OCH2), 4.3–4.1(3H, m), 3.8–3.1(13H, m), 3–2.4(2H, m), 2.2–1.5(2H, m), 0.95(3H, t); MS: 535.7(M−1), 537.5(M+1).

Provenance & Evidence