Acetaldehyde → HCID 22863203, compound

Participants

Reaction Steps

3′-Deoxy-3′-C-[(methoxyimino)methyl]-5′-O-phthalimidothymidine upon treated with CH3CHO in MeOH regenerated the 3′-C-formyl group. The product on purification by silica gel column chromatography furnished the title compound as homogeneous material in 81% overall yield for 3 steps. 1H NMR (CDCl3) δ 9.95 (s, 1, CH═O); 8.62 (br s, 1, NH); 7.71-7.90 (m, 5, aromatic H, H-6); 6.06 (t, 1, H-1′, J1′2′=6.61 Hz, J1′2′=6.6 Hz); 4.36-4.73 (m, 3, H-4′, H-5′,5″); 3.78 (m, 1, H-3′); 2.20-2.90 (m, 2, H-2′,2″); 1.98 (s, 3, C5CH3).

Provenance & Evidence