Sodium Hydroxide → HCID 59997317, compound

Participants

Reaction Steps

70 mg of (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl (4S,5R)-5-{[(2,3-dihydro-1,4-benzodioxin-6-ylsulfonyl)(isobutyl)amino]methyl}-2,2-dimethyl-4-[4-(2-pyridinylmethoxy)benzyl]-1,3-oxazolidine-3-carboxylate were dissolved in 15 mL of isopropanol and 5 mL of concentrated hydrochloric acid. After 2 h, the reaction was treated with excess 3N sodium hydroxide and extracted with ethyl acetate. Evaporation of the solvent gave 67 mg of the desired product. 1H NMR: 0.83(6H,dd), 1.4-1.8(4H,m), 2.6-3.2(7H,m), 3.6(2H,m), 3.75(2H,m), 3.9(2H,m), 4.25(4H,bs), 4.95(1H,d), 5.0(1H,m), 5.6(1H,d), 6.9(2H,d), 6.95(2H,d), 7.1(2H,d), 7.2(2H,m), 7.45(1H,d), 7.7(1H,t), 8.58(1H,d).

Provenance & Evidence