Acetic Anhydride → HCID 86738626, compound

Participants

Reaction Steps

A solution of 216 mg of the triol (5) and catalytic amounts (ca 20 mg) of 4-dimethylaminopyridine in acetic anhydride (1.5 ml) and pyridine (3 ml) was stirred for 20 hr at room temperature. After the reaction mixture was concentrated in vacuo, the residue was chromatographed on silica gel (n-hexane-AcOEt, 10:1) to give 263 mg (98%) of the triacetate (6), which was dried at 70° C. (5 mm Hg) for 20 hr. 6: glass; MS m/e 592(M+ -AcOH), 532(M+ -2AcOH), 517, 413, 253; NMR(CDCl3)δ0.66(s, 18-H3, 0.94(d, J=6 Hz, 21-H), 1.10(s, 19-H3)2.03, 2.06 and 2.16(9H, each s, acetyl), 4.98(1H, m, 3-H), 5.06(1H, m, 1-H), 5.53(1H, m, 6-H).

Provenance & Evidence