反応 #1596986

反応方程式

42

7-Allyl-2-amino-9-(2′,3′,5′-tri-O-acetyl-β-D-ribofuranosyl)-7,9-dihydro-purin-8-one

K2CO3

→

7-Allyl-2-amino-9-β-D-ribofuranosyl-7,9-dihydro-purin-8-one

溶媒

methanol

反応条件

後処理

1. 1
   workup.ADDITIONTo the cloudy mixture was added Amberlite
2. 2
   workup.STIRRING(0.5 g) and stirred till neutral and
3. 3
   ろ過filtered
4. 4
   濃縮The filtrate was concentrated
5. 5
   その他to give an off-white solid, which
6. 6
   洗浄was washed with water
7. 7
   その他dried under high vacuum
8. 8
   その他to give 93.5 mg of pure 43 in quantitative yield as an off white solid

実験手順

To a solution of 42 (0.13 g, 0.29 mmol) in methanol (4 mL) was added solid K2CO3 (0.024 g, 0.17 mmol) and the reaction stirred at ambient temperature for 18 h. To the cloudy mixture was added Amberlite CG-50 (0.5 g) and stirred till neutral and filtered. The filtrate was concentrated to give an off-white solid, which was washed with water and dried under high vacuum to give 93.5 mg of pure 43 in quantitative yield as an off white solid: 1H NMR (400 MHz, d6-DMSO) δ 7.88 (s, 1H), 6.33 (br s, 2H), 5.85 (m, 1H), 5.66 (d, J=6.0 Hz, 1H), 5.30 (d, J=5.6 Hz, 1H), 5.20 (s, 1H), 5.16 (d, J=8.4 Hz, 1H), 5.01 (d, J=4.8 Hz, 1H), 4.89 (q, J=5.6 Hz, 1H), 4.75 (br s, 1H), 4.35 (d, J=5.2 Hz, 2H), 4.10 (t, J=8.4 Hz, 1) 3.80 (q, J=3.6 Hz, 1H), 3.57 (m, 1H), 3.44 (m, 1H). MS (+)-ES [M+H]+ 324.1 m/z.

出典