反应详情

To a suspension of 1,3,4-thiadiazole-2-thiol (0.5 g, 0.004 mol) in acetonitile (40 mL) was added sodium hydride (0.2 g, 0.0043 mol) and the mixture was stirred for 1 hour at room temperature. To the resulting suspension was added (7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino]-acetamido]-3-chloro-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate diphenylmethyl ester (2.6 g, 0.003 mol), and the mixture was stirred for 48 hours. The solvent was evaporated and the residue was partitioned between water (50 mL) and ethyl acetate (50 mL). The organic layer was dried over anhydrous MgSO4, filtered and evaporated. The resulting solid was treated with diethyl ether (50 mL), and the solid that formed was filtered and dried to give 2.1 g of crude product. The crude product was purified by chromatography on silica gel, eluting with a gradient from ethyl acetate:hexane 1:2 to neat ethyl acetate. The title product was obtained (1.1 g.)

1. stirringthe mixture was stirred for 48 hours
2. customThe solvent was evaporated
3. customthe residue was partitioned between water (50 mL) and ethyl acetate (50 mL)
4. dry with materialThe organic layer was dried over anhydrous MgSO4
5. filtrationfiltered
6. customevaporated
7. additionThe resulting solid was treated with diethyl ether (50 mL)
8. customthe solid that formed
9. filtrationwas filtered
10. customdried
11. customto give 2.1 g of crude product
12. customThe crude product was purified by chromatography on silica gel
13. washeluting with a gradient from ethyl acetate:hexane 1:2 to neat ethyl acetate