反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
To a solution of 5-(4-chlorobenzyl)-6-(3-chlorophenyl)-1,3-bis(3-(tetrahydro-2H-pyran-2-yl oxy) propyl)furo[2,3-d]pyrimidine-2,4(1H,3H)-dione (67 mg, 0.1 mmol) in DCM (5 mL) was added TFA (1 mL). The reaction was stirred at RT for 1 h then concentrated to a residue which was diluted with EA (10 mL) and water (2 mL). The organic layer was dried over Na2SO4 and concentrated to a residue which was purified by Prep HPLC to give 5-(4-chlorobenzyl)-6-(3-chlorophenyl)-1,3-bis(3-hydroxypropyl)furo[2,3-d]pyrimidine-2,4(1H,3H)-dione (29 mg, 58% yield) as an oil. 1H NMR (DMSO-d6) δ: 7.61 (s, 1H), 7.54 (d, J=7.7 Hz, 1H), 7.42 (t, J=7.9 Hz, 1H), 7.36 (d, J=8.2 Hz, 1H), 7.28 (s, 4H), 4.35 (s, 2H), 4.29 (t, J=6.9 Hz, 2H), 4.09 (t, J=7.1 Hz, 2H), 3.71 (t, J=5.9 Hz, 2H), 3.62 (t, J=6.3 Hz, 2H), 2.16-2.02 (m, 2H), 1.94-1.80 (m, 2H). LCMS: MH+ 503 and TR=2.826 min.
WORKUP
后处理
- concentrationthen concentrated to a residue which
- additionwas diluted with EA (10 mL) and water (2 mL)
- dry with materialThe organic layer was dried over Na2SO4
- concentrationconcentrated to a residue which
- customwas purified by Prep HPLC