Return to Contents Chapter 27: Amino Acids, Peptides and Proteins Ch 27 contents

Alkylation of an Acetamidomalonate

acetamido malonate used to synthesise an amino acid

Reaction type: Nucleophilic Substitution then amide and ester hydrolysis and finally decarboxylation (!)

Summary

QUESTIONS

 
  • Why was ethoxide used as the base to form the enolate?
  • ANSWER
     
  • Is diethyl acetamidomalonate an active methylene compound ?
  • ANSWER
     
  • Could a proline type system be made this way ?
  • ANSWER


    Related Reactions
    previous page
    next page
    organic chemistry © Dr. Ian Hunt, Department of Chemistry University of Calgary