HCID 14329840, compound → 2'-3'-Dideoxy-5-azacytidine

Participants

Reaction Steps

Compound 9 (0.08 g, 0.16 mmol) was dissolved in chloroform (2 mL) and poured onto a silica gel column (3 g, Whatman Partisil 40). The column was washed with benzene (40 mL) and left at ambient temperature for 24 h. The column was eluted with ethyl acetate followed by 10% methanol/ethyl acetate to give 0.02 g of crude product along with 0.04 g of unchanged starting material. The crude product was dissolved in water, filtered through a Millex-GS Filter, and the filtrate was chromatographed through a C18 reverse-phase column (10% methanol/water) to give 0.005 g (30%) of white, lyophilized product. NMR (D2O); δ 2.06 (m, 4H), 3.72 (m, 2H), 4.18 (m, 1H), 5.89 (d, 2H, J=5 Hz), 8.51 (s, 1H). FAB mass spectrum, m/z (relative intensity) 113 (b+2H, 100), 213 (MH+, 88). MH+ calc. 213.0988; found 213.0991±0.0020 (n=8).

Provenance & Evidence