반응 #348450

ord-9f9cc1f56d324d79a86f950414cccacc

반응 방정식

CC1(CBr)S[C@@H]2C(NC(=O)Cc3ccccc3)C(=O)N2C1C(=O)OCC(Cl)(Cl)Cl
2,2,2-Trichloroethyl 2-bromomethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate
CC(C)O
isopropanol
CC(C)OC1(C)CS[C@@H]2C(NC(=O)Cc3ccccc3)C(=O)N2C1C(=O)OCC(Cl)(Cl)Cl
2,2,2-trichloroethyl 3-methyl-3-isopropoxy-7-(2-phenylacetamido)-cepham-4-carboxylate

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도cooling
  2. 2
    농축The reaction mixture was concentrated
  3. 3
    workup.DISSOLUTIONthe obtained residue was dissolved in chloroform
  4. 4
    세척This solution was washed with a saturated sodium bicarbonate aqueous solution and with water
  5. 5
    건조dried over magnesium sulfate
  6. 6
    기타The residue obtained
  7. 7
    workup.DISTILLATIONby distilling off the solvent
  8. 8
    기타was purified by chromatography on silica gel

실험 절차

2,2,2-Trichloroethyl 2-bromomethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate (0.55 g) was dissolved in a mixture of tetrahydrofuran (5 ml) and isopropanol (5 ml). To this solution was added silver fluoroborate (0.24 g) under ice-cooling and the mixture was stirred for 1 hour. The reaction mixture was concentrated and the obtained residue was dissolved in chloroform. This solution was washed with a saturated sodium bicarbonate aqueous solution and with water and then dried over magnesium sulfate. The residue obtained by distilling off the solvent was purified by chromatography on silica gel using chloroform as developing solvent to give oily 2,2,2-trichloroethyl 3-methyl-3-isopropoxy-7-(2-phenylacetamido)-cepham-4-carboxylate (0.10 g).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04164497uspto-grants-1979_08