Sodium Bicarbonate → Clavulanic Acid

HRID 371083

반응식

HRID 371083 반응식
[CH2:1]1[C:4](=[O:5])[N:3]2[C@@H:6]([C:12]([O:14]CC3C=CC=CC=3)=[O:13])/[C:7](/[O:11][C@H:2]12)=[CH:8]/[CH2:9][OH:10].C(=O)([O-])O.[Na+]>C(O)C.[Pd]>[CH2:1]1[C:4](=[O:5])[N:3]2[C@@H:6]([C:12]([OH:14])=[O:13])/[C:7](/[O:11][C@H:2]12)=[CH:8]/[CH2:9][OH:10]

참가 물질

5

반응물 2

HCID 516892Sodium BicarbonateHCID 99040553-(2-Hydroxy-ethylidene)-7-oxo-4-oxa-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester(benzyl calvunlanate)

생성물 1

HCID 5280980Clavulanic Acid수율 69.8%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

Substantially pure benzyl clavulanate (281 mg) in ethanol (25 ml.) containing sodium hydrogen carbonate (82 mg.) was hydrogenated over 10% Pd/C (90 mg.) for 25 minutes at room temperature and atmospheric pressure. The catalyst was filtered off, washed with water and ethanol, and the combined filtrates evaporated under reduced pressure at room temperature. The residual semi-solid was triturated with acetone, filtered and washed with ether to yield sodium clavulanate (135 mg.).

후처리

  1. filtrationThe catalyst was filtered off
  2. washwashed with water and ethanol
  3. customthe combined filtrates evaporated under reduced pressure at room temperature
  4. customThe residual semi-solid was triturated with acetone
  5. filtrationfiltered
  6. washwashed with ether

출처 및 근거

ORD 기록
ord-faf989bd37d84f07bc253fa02b06dd2f
출처 데이터셋
uspto-grants-1985_07
특허 번호
US04529720

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