Clavulanic Acid → HCID 22807221, 화합물

HRID 1649173노트

반응식

HRID 1649173 반응식
[CH2:1]1[C:4](=[O:5])[N:3]2[C@@H:6](C(O)=O)/[C:7](/[O:11][C@H:2]12)=[CH:8]/[CH2:9]O.C(OCC1C=CC([N+]([O-])=O)=CC=1)(=O)C=C>C(OCC)(=O)C>[CH:8]([C:7]1[O:11][C@H:2]2[N:3]([C:4](=[O:5])[CH2:1]2)[CH:6]=1)=[CH2:9]

참가 물질

4

반응물 2

HCID 5280980Clavulanic AcidHCID 19067483HCID 19067483, 화합물

생성물 1

HCID 22807221HCID 22807221, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

prepared from 1.01 g clavulanic acid according to Example 1) was dissolved in dry 1,2-dimeth xyethane (10 ml) containing hydroquinolinone (50 mg). p-Nitrobenzyl acrylate (1.8 g) was added to the solution which was then heated at 85° (bath temperature) with exclusion of moisture for 2.5 hours. The mixture was cooled, diluted with ethyl acetate (50 ml), and filtered. The solvent was evaporated from the filtrate under reduced pressure to give a yellow oil which was chromatographed on silica gel (15 g) using gradient elution from 1:7 to 1:3 ethyl acetate/petroleum ether (b.p. 60°-80°). In this way the title compound (Mixture of isomers) was obtained as a yellow gum (150 mg).

후처리

  1. dissolutionwas dissolved in dry 1,2-dimeth xyethane (10 ml)
  2. additioncontaining hydroquinolinone (50 mg)
  3. temperaturewas then heated at 85° (bath temperature) with exclusion of moisture for 2.5 hours
  4. temperatureThe mixture was cooled
  5. filtrationfiltered
  6. customThe solvent was evaporated from the filtrate under reduced pressure
  7. customto give a yellow oil which
  8. customwas chromatographed on silica gel (15 g)
  9. washelution from 1:7 to 1:3 ethyl acetate/petroleum ether (b.p. 60°-80°)

출처 및 근거

ORD 기록
ord-d3add0e5fe0f49b9b93997a9169325ff
출처 데이터셋
uspto-grants-1983_11
특허 번호
US04415584

반응 노트

불러오는 중…