반응 #63454

ord-8c36c7ea9bdf4d7584a59061c541e8aa

반응 방정식

CC(=O)C(=O)O
pyruvic acid
CCOC(=O)[C@@H]1CCCN1
L-proline ethyl ester
C(=NC1CCCCC1)=NC1CCCCC1
dicyclohexylcarbodiimide
CCOC(=O)[C@@H]1CCCN1C(=O)C(C)=O
N-pyruvoyl-L-proline ethyl ester

반응 조건

온도
-5°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도The reaction mixture is slowly warmed to room temperature
  2. 2
    workup.STIRRINGstirred for an additional 2 hours
  3. 3
    workup.STIRRINGstirred at 4° C. overnight
  4. 4
    여과The mixture is filtered
  5. 5
    기타to remove dicyclohexylurea
  6. 6
    온도cooled in an ice bath
  7. 7
    세척The organic phase is washed with cold water, cold 1N NaHCO3 and finally with cold saturated NaCl
  8. 8
    건조The organic phase is dried over anhydrous MgSO4
  9. 9
    여과filtered
  10. 10
    기타The solvent is removed with a rotary evaporator

실험 절차

A solution of 60 mmoles of pyruvic acid plus 60 mmoles of L-proline ethyl ester in redistilled chloroform is cooled to -50° C. in an acetone-dry ice bath. To this solution is added 60 mmoles of a precooled solution of dicyclohexylcarbodiimide (DCC) in cloroform and the mixture is stirred at -5° C. for 1 hour. The reaction mixture is slowly warmed to room temperature and stirred for an additional 2 hours and then stirred at 4° C. overnight. The mixture is filtered to remove dicyclohexylurea, then cooled in an ice bath. The organic phase is washed with cold water, cold 1N NaHCO3 and finally with cold saturated NaCl. The organic phase is dried over anhydrous MgSO4 and filtered. The solvent is removed with a rotary evaporator yielding N-pyruvoyl-L-proline ethyl ester.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04766110uspto-grants-1988_08