반응 #412452

반응 방정식

disodium N-acetoacetylaspartate

phosphorous trichloride

L-phenylalanine methyl ester

N-acetoacetyl-L-aspartic anhydride

→

N-acetoacetyl-L-aspartyl-L-phenylalanine methyl ester

용매

acetic acid

ethyl acetate

dioxane

반응 조건

후처리

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   온도to warm to ambient temperatures
3. 3
   workup.STIRRINGAfter continued stirring for 20 hours
4. 4
   기타the solvent was evaporated under vacuum at 35°-40° C
5. 5
   workup.ADDITIONToluene, 200 parts by volume, was added to the residue
6. 6
   기타the evaporation

실험 절차

Crude disodium N-acetoacetylaspartate, 28.51 parts, was stirred with 200 parts by volume of ethyl acetate and 11.7 parts by volume of acetic acid at 0°-5° C. under argon while 4.37 parts by volume of phosphorous trichloride was added dropwise. The resulting mixture was allowed to warm to ambient temperatures while stirring for 20 hours. To the resulting solution which contains N-acetoacetyl-L-aspartic anhydride was added dropwise over a 2 hour period 122 parts by volume of 0.9 M L-phenylalanine methyl ester in dioxane. After continued stirring for 20 hours, the solvent was evaporated under vacuum at 35°-40° C. Toluene, 200 parts by volume, was added to the residue and the evaporation was repeated, giving crude N-acetoacetyl-L-aspartyl-L-phenylalanine methyl ester as a semi-solid yellow residue.

출처