反应 #55280
ord-276df53f45614fa6b29abc2bb101bd94
反应方程式
反应物
试剂
反应条件
后处理
- 1浓缩concentrated under reduced pressure
- 2其他to remove the organic solvents
- 3浓缩The aqueous concentrate
- 4洗涤was washed with ether (3×20 ml.)
- 5萃取HCl to pH 1-2 and extracted with ethyl acetate (5×20 ml.)
- 6干燥The combined extracts were dried with anhydrous Na2SO4
- 7其他evaporated to dryness
- 8其他The residue was chromatographed on a column of silica gel (Wako gel, C-200, 10 g.)
- 9洗涤by eluting with a mixture of MeOH-CHCl3 (MeOH: 0 to 3%)
- 10其他were evaporated
- 11其他to give 359 mg
实验过程
To a mixture of 7-amino-3-[2-(2-carboxyethyl)-2,3-dihydro-s-triazolo[4,3-b]pyridazin-3-on-6-ylthiomethyl]-3-cephem-4-carboxylic acid (452 mg., 1 m.mole) and triethylamine (0.46 ml., 3.3 m.mole) in 50% aqueous acetonitrile (4 ml.) was added a THF solution (3 ml.) of 2,4-dinitrophenyl o-(N-t-butoxycarbonyl-N-methylaminomethyl)phenylacetate prepared from o-(N-t-butoxycarbonyl-N-methylaminomethyl)phenylacetic acid (283 mg., 1.1 m.mole), 2,4-dinitrophenol (202 mg., 1.1 m.mole) and DCC (227 mg., 1.1 m.mole). The mixture was stirred at room temperature overnight and concentrated under reduced pressure to remove the organic solvents. The aqueous concentrate was washed with ether (3×20 ml.), acidified with c.HCl to pH 1-2 and extracted with ethyl acetate (5×20 ml.). The combined extracts were dried with anhydrous Na2SO4 and evaporated to dryness. The residue was chromatographed on a column of silica gel (Wako gel, C-200, 10 g.) by eluting with a mixture of MeOH-CHCl3 (MeOH: 0 to 3%). The combined eluates which contained the desired product were evaporated to give 359 mg. (50%) of the title compound. M.p. >150° C. (dec.).