Sodium Methoxide → HCID 178508804, compound

Participants

Reaction Conditions

Reaction Steps

Compound 31 (310 mg, 0.51 mmol) was dissolved in dry methanol (35 mL) and cooled to 5° C. To this solution was added solid sodium methoxide (82 mg, 1.5 mmol) and the solution was stirred at room temperature for 5 h. The mixture was neutralized with Dowex-50 H+ resin, filtered and evaporated to dryness. The residue was triturated with ethyl ether and then recrystallized from aqueous ethanol to yield colorless needles: 120 mg, 80%: mp 132°-134° C.: UV λmax (pH 1) 227 nm (ε 17,230), 301 (15,750): UV λmax (pH 7, 11) 233 nm (ε 22,300), 305 (19,100): 1H NMR (DMSO-d6) δ 5.96 (d, J=3.51 Hz, 1H, C1,H), 7.75 (b, 2H, NH2), and other sugar protons. Anal. Calcd. for C10H12N4O5S.O.2H2O: C, 35.71: 9.53. Found: C, 35.45: H, 4.88: N, 16.44: S, 9.50.

Provenance & Evidence