Methanol → HCID 86610039, compound

Participants

Reaction Steps

As described for 9a but using N,N-di-isobutylformamide dimethylacetal. Colorless crystals (72%). M.p. 138-140°C. TLC (silica gel, CH2Cl2-MeOH, 9:1): Rf 0.40. UV (10% MeOH in water): λmax 236 (10100), 325 nm (25850). 1H-NMR ([D6]DMSO): δ 0.88, 0.94 (2d, 12 H, CH3); 1.95, 2.20 (2m, 2H, CH); 2.80 (2m, 2H, H2—C(2′)); 3.30-3.74 (m, 6H, H2—C(5′) and 2 CH2); 4.00 (m, 1H, H—C(4′)); 4.45 (m, 1H, H—C(3′)); 5.03 (t, 1H, 3J(H,H)=4.9 Hz, 5′—OH); 5.37 (d, 1H, 3J(H,H)=4.0 Hz, 3′—OH); 6.54 (t, 1H, 3J(H,H)=6.4 Hz, H—C(1′)); 8.78 (s, 1H, N═CH); 9.10 (s, 1H, H—C(8)). Anal. calcd. for C18H29N7O3. 1/2 H2O (400.5): C, 53.99; H 7.55; N 24.48; found: C 53.65; H 7.62; N 24.11.

Provenance & Evidence