반응 #62560

ord-16963ddea0f6455db41136801f58d750

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타the aqueous phase is separated off
  2. 2
    세척the organic layer is washed in succession with 5% aqueous citric acid and 8% aqueous NaHCO3 solution
  3. 3
    기타dried
  4. 4
    농축concentrated by evaporation
  5. 5
    기타After purifying by chromatography

실험 절차

At 0°, 24 ml of 1N NaOH, 820 mg of tetrabutylammonium bisulphate and 1 ml of chloroformic acid allyl ester are added to a solution of 2 g of (3S,4S)-1-(p-methoxybenzyl)-3-[(1R)-1-hydroxyethyl)-4-tert.-butoxycarbonyl-2-azetidinone in 24 ml of methylene chloride and the whole is stirred vigorously. After a reaction time of 20 and 40 minutes, further portions (each of 1 ml) of chloroformic acid allyl ester are added. The reaction mixture is diluted with methylene chloride, the aqueous phase is separated off and the organic layer is washed in succession with 5% aqueous citric acid and 8% aqueous NaHCO3 solution and then dried and concentrated by evaporation. After purifying by chromatography, the pure, amorphous title compound is obtained.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04761408uspto-grants-1988_08