Methanol → HCID 10668439, compound

Participants

Reaction Steps

Chloride 3 (4.4 g, 6.74 mmol) was dissolved in dry MeOH and left at room temperature for two days. The mixture was neutralized with Dowex 50W (H+) resin, the suspension was filtered and the filtrate was crystallized from EtOH to give 4 (1.8 g, 67%), [α]D−1.8° (c 0.2, H2O), m.p. 22-223° C.; 1H NMR (D2O) δ 5.99 (m, 1H, Hc), 5.36 (m, 1H, Hb), 5.28 (m, 1H, Ha), 4.49 (d, 1H, J1′,2′=7.9 Hz, H-1′), 4.41 (d, 1H, J1,2=8.0 Hz, H-1), 4.34 (m, 1H, Hd), 4.26 (m, 1H, He), 3.99 (broad d, 1H, H-6a), 3.83-3.62 (m, 8H, H-3, H-4, H-5, H-6b, H-3′, H-5′, H-6′a, H-6′b), 3.58 (s, 3H, Me), 3.4dd, 1H, J2′,3′=10.0 Hz, H-2′), 3.32 (m, H-2). Calc'd for C16H28O11 (396.38) C, 48.48; H, 7.12. Found C, 48.47, H, 7.12.

Provenance & Evidence