Ethanol → HCID 488934, compound

Participants

Reaction Steps

Compound 14 (0.74 g, 3.54 mmol) was prepared in 80% yield from 13 (1.39 g, 4.43 mmol) and CAN (2.43 g, 4.43 mmol) in CH3CN (30 mL) and water (10 mL) by the method used for the synthesis of 9: mp 122-123° C.; Rf(hexanes/EtOAc=1:2) 0.12; UV (EtOH) λmax 265 (ε 14,800); 1H NMR (CD3OD) δ 3.69-3.79 (m, 4 H, O(CH2)2O), 5.79 (s, 2 H, H2C1′), 8.32 (s, 1 H, HC2), 8.60 (s, 1 H, HC8); 13C NMR (CD3OD) δ 61.80 (CH2OH), 72.27 (OCH2) 82.01 (C1′), 119.62 (C5), 144.29 (C2), 147.68 (C8), 150.32 (C4), 152.12 (C6); MS m/z 209 (M+). Anal (C8H11N5O2) C, H, N; calcd (%): 45.93, 5.30, 33.48; found (%): 45.80, 5.45, 33.51.

Provenance & Evidence