3,4-dihydro-2H-pyran → HCID 90402714、化合物

反応式

[Br:1][C:2]1[N:10]([CH2:11][CH3:12])[C:9]2[C:8](=[O:13])[N:7]([CH2:14][CH2:15][CH2:16][OH:17])[C:6](=[O:18])[N:5]([CH3:19])[C:4]=2[N:3]=1.CC1C=CC(S([O-])(=O)=O)=CC=1.C1C=C[NH+]=CC=1.[O:37]1[CH:42]=[CH:41][CH2:40][CH2:39][CH2:38]1>C(Cl)Cl>[Br:1][C:2]1[N:10]([CH2:11][CH3:12])[C:9]2[C:8](=[O:13])[N:7]([CH2:14][CH2:15][CH2:16][O:17][CH:38]3[CH2:39][CH2:40][CH2:41][CH2:42][O:37]3)[C:6](=[O:18])[N:5]([CH3:19])[C:4]=2[N:3]=1

参加物

実験手順

To a solution of 8-bromo-7-ethyl-1-(3-hydroxypropyl)-3-methyl-1H-purine-2,6(3H,7H)-dione (0.4 g, 1.2 mmol) in DCM (10 mL) was added PPTS (27 mg, 0.1 mmol); then dihydropyran (0.15 g, 1.8 mmol) was added dropwise at 0° C. The mixture was stirred at room temperature overnight. The mixture was partitioned between DCM and water. The organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated to give a crude product which was purified by a column chromatography eluting with petroleum ether/ethyl acetate (3:1) to give 8-bromo-7-ethyl-3-methyl-1-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)-1H-purine-2,6(3H,7H)-dione (0.38 g, 76.9% yield) as white solid. LCMS retention time 1.871 min; LCMS MH+-THP 331.