Methanol → HCID 86610041, compound

Participants

Reaction Steps

As described for 9a but using N,N-di-n-butylformamide dimethylacetal. Colorless needles (75%). M.p. 107–109° C. TLC (silica gel, CH2Cl2—MeOH, 9:1): Rf 0.42. UV: (10% MeOH in water): λmax 235 (10200), 325 nm (25700). 1H NMR ([D6]DMSO): δ 0.93 (t, 6H, CH3), 1.33, 1.64, 3.70 (3m, 12H, —CH2—); 2.45, 2.80 (2m, 2H, H2—C(2′)); 3.60 (m, 2H, H2—C(5′)); 3.92 (m, 1H, H—C(4′)); 4.48 (m, 1H, H C(3′)); 5.04 (t, 1H, 3J(H,H)=5.8 Hz, 5′-OH); 5.39 (d, 1H, 3J(H,H)=4.0 Hz, 3′-OH); 6.55 (pt, 1H, 3J(H,H)=6.3 Hz, H—C(1′)); 8.78 (s, 1H, N═CH); 9.08 (s, 1H, H—C(8)). Anal. calcd. for C18H29N7O3 (391.5): C 55.23; H 7.47; N 25.05; found: C 55.36, H 7.66, N 24.97.

Provenance & Evidence