Ammonium formate → 1-[2,5-Anhydro-4-C-(hydroxymethyl)-alpha-L-lyxofuranosyl]-5-methyl-2,4(1H,3H)-pyrimidinedione

Participants

Reaction Steps

A mixture of compound (6a) (3 g, 8.4 mmol), 20% Pd(OH)2/C (1.5 g) and ammonium formate (1.6 g) was suspended in 20 mL of methanol. After refluxing the mixture for 10 min, the catalyst was filtered off through celite column and washed by methanol. All the filtrate was combined and concentrated to give a white solid material. The latter was crystallized from 10% ethanol/dichloromethane to yield 1.9 g (84%) of compound (7a) which had the same chromatographic mobility (silica TLC) and H1- and C13-NMR spectra as authentic compound (Koshkin, A. A.; Singh, S. K.; Nielsen, P.; Rajwanshi, V. K.; Kumar, R.; Meldgaard, M.; Olsen, C. E.; Wengel, J., Tetrahedron 1998, 54(14), 3607).

Provenance & Evidence