反应详情

Phosphorus pentachloride (910 mg) was added to a solution of (Z)-2-propargyloxyimino-2-(2-tritylaminothiazol-4-yl)acetic acid (IV-f) (1.7 g, 3.6 mmoles) in dichloromethane (30 ml). After stirring for 1 hour at room temperature, the mixture was added in one portion to an ice-cooled solution of (V) (1.98 g, 4.4 mmoles) and N,O-bis(trimethylsilyl)acetamide (1.5 ml) in dichloromethane (30 ml). After stirring for 1 hour, the reaction mixture was poured into 10% aqueous NaHCO3 (300 ml) and extracted with ethyl acetate (300 ml). The extract was washed with water, dried over MgSO4 and evaporated under reduced pressure. The residue was chromatographed on a silica gel column. Elution with CHCl3 gave the title compound [VI-f] as an amorphous powder weighing 2.1 g (66%).

1. stirringAfter stirring for 1 hour
2. extractionextracted with ethyl acetate (300 ml)
3. washThe extract was washed with water
4. dry with materialdried over MgSO4
5. customevaporated under reduced pressure
6. customThe residue was chromatographed on a silica gel column
7. washElution with CHCl3