반응 #348451

ord-564a55eb1ad34671a941bbcae47f9fa8

반응 방정식

COC(=O)C1N2C(=O)C(NC(=O)COc3ccccc3)[C@H]2SC1(C)CBr
Methyl 2-bromomethyl-2-methyl-6-(2-phenoxyacetamido)penam- 3-carboxylate
CO
methanol
COC(=O)C1N2C(=O)C(NC(=O)COc3ccccc3)[C@H]2SCC1(C)OC
Methyl 3-methoxy-3-methyl-7-(2-phenoxyacetamido)cepham- 4-carboxylate

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타After the reaction
  2. 2
    여과the reaction mixture was filtered
  3. 3
    세척the filtrate was washed with a dilute sodium bicarbonate aqueous solution
  4. 4
    건조The solution was dried over magnesium sulfate
  5. 5
    농축concentrated
  6. 6
    세척eluted with chloroform
  7. 7
    기타The elute was separated into fractions of each about 20 ml
  8. 8
    기타the seventh to tenth fractions were collected
  9. 9
    workup.DISTILLATIONThe solvent was distilled off

실험 절차

Methyl 2-bromomethyl-2-methyl-6-(2-phenoxyacetamido)penam- 3-carboxylate (0.88 g) was dissolved in methylene chloride (13 ml) containing methanol. To the solution was added silver fluoroborate (0.45 g), and the mixture was stirred for 2 hours. After the reaction, the reaction mixture was filtered and the filtrate was washed with a dilute sodium bicarbonate aqueous solution and then with water. The solution was dried over magnesium sulfate and concentrated. The residue was subjected to column chromatography on silica gel (25 g) and eluted with chloroform. The elute was separated into fractions of each about 20 ml and the seventh to tenth fractions were collected. The solvent was distilled off to give Methyl 3-methoxy-3-methyl-7-(2-phenoxyacetamido)cepham- 4-carboxylate (0.60 g).

출처

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