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 (6R,7R)-7-phenylacetamido-3-(tetrahydro-furan-2-yl)ceph-3-em-4-carboxylic acid (0.303 g, 0.78 mmol) (obtained in Example 12) in N-methylpyrrolidinone (5 ml) was added potassium carbonate (0.37 g, 2.66 mmol). Bromomethyl acetate (0.30 g, 1.95 mmol) was added dropwise to the mixture over 1 h. The mixture was stirred for a further 1 h, then ethyl acetate and water were added. The organic phase was washed with water, brine, dried (MgSO4) and evaporated. The residue was purified by chromatography to give the title compound as a mixture of diastereomers (0.198 g, 56%); major diastereomer(S); δH (CDCl3) 1.59 (1H, m), 1.95 (2H, m), 2.12 (3H, s), 2.38 (1H, m), 3.28 (1H, d, J 18.9 Hz), 3.59 (1H, d), 3.65 (2H, ABq, J 16.4 Hz), 3.88 (2H, m), 4.89 (1H, dd, J 9.0, 6.7 Hz), 4.93 (1H, d, J 4.9 Hz), 5.84 (3H, m), 6.01 (1H, d, 9.1 Hz) and 7.34 (5H, m)
WORKUP
后处理
- washThe organic phase was washed with water, brine
- dry with materialdried (MgSO4)
- customevaporated
- customThe residue was purified by chromatography