反应详情

温度

20 °C

A solution of 4-(1-t-butyldimethylsilyloxy-3-diethoxyphosphorylmethoxyprop-2-oxyamino)-6-chloro -2,5-diformamidopyrimidine (0.68 g, 1.19 mmol) in diethoxymethylacetate (10 ml) was stirred at 120° C. for 4 hours. The solvent was evaporated under high vacuum, the residue dissolved in methanol (10 ml) and 0.88 ammonia (0.3 ml) and stirred for 1 hour at 20° C. After evaporation to dryness, the residue was chromatographed on silica eluting with chloroform-methanol 40:1 affording 9-(1-t-butyldimethylsilyloxy-3-diethoxyphosphorylmethoxyprop-2-oxy)-6-chloro-2-formamidopurine (0.32 g, 49%) as a pale yellow oil. νmax (film) 3420, 1710, 1620, 1580, 1510, 1440, 1390, 1250 and 1030 cm-1 ; δH (CDCl3) 0.80(6H, s, (CH3)2Si), 0.87(9H, s, (CH3)3C), 1.30(6H, t, J7.2 Hz, 2×CH2CH3), 3.86(6H, m, CH2OSi+CH2OCH2P), 4.15(4H, m, 2×CH2CH3), 4.50(1H, m, CHON); 8.26(1H, s, H-8); 9.00(1H, br.d, J10.5 Hz, D2O exchangeable, NHCHO), 9.53(1H, d, J10.5 Hz, NHCHO). Found: C,43.02; H,6.49; N,12.18%; MH+ 552.1812. C20H35N5O7ClPSi.0.5H2O requires C,42.82; H,6.47; N,12.47%; MH+ 552.1810.

1. customThe solvent was evaporated under high vacuum
2. dissolutionthe residue dissolved in methanol (10 ml)
3. customAfter evaporation to dryness
4. customthe residue was chromatographed on silica eluting with chloroform-methanol 40:1 affording 9-(1-t-butyldimethylsilyloxy-3-diethoxyphosphorylmethoxyprop-2-oxy)-6-chloro-2-formamidopurine (0.32 g, 49%) as a pale yellow oil