반응 #1287487
ord-1bf0dd031d254d7e82404525a906d9f1
반응 방정식
반응물
시약
반응 조건
후처리
- 1세척the mixture was washed twice with 1 N hydrochloric acid (300 ml), twice with saturated sodium bicarbonate solution (200 ml)
- 2건조once with brine (300 ml), and dried over anhydrous sodium sulfate
- 3농축The dried solution was concentrated under reduced pressure
- 4기타the residue was crystallized with ether
실험 절차
To a suspension containing the product obtained in Step 5 (21.8 g) and (6R,7R)-7-amino-3chloromethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid p-methoxybenzyl ester p-toluenesulfonate (19.5 g) in dry dichloromethane (250 ml) were added dicyclohexylamine (7.2 ml) and diethylaniline (11.5 ml), and the mixture was cooled to -15° C. A solution of phosphorus oxychloride (3.4 ml) in dry dichloromethane (30 ml) was added dropwise to the suspension over a period of 40 minutes, and the mixture was stirred for 1.5 hours at -15° C. Ethyl acetate (1 liter) was added, and the mixture was washed twice with 1 N hydrochloric acid (300 ml), twice with saturated sodium bicarbonate solution (200 ml), then once with brine (300 ml), and dried over anhydrous sodium sulfate. The dried solution was concentrated under reduced pressure, and the residue was crystallized with ether, giving 29.9 g of the objective compound as pale yellow crystals.