Practical Synthesis of Methyl Z-2-(N-Acetylamino) but-2-Enoate. An Intermediate to D-and L-2-Aminobutyric Acid
WA Nugent, JE Feaster
Index: Nugent, William A.; Feaster, John E. Synthetic Communications, 1998 , vol. 28, # 9 p. 1617 - 1623
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Citation Number: 15
Abstract
Abstract Treatment of inexpensive L-or DL-threonine methyl ester with acetic anhydride and either pyridine or anhydrous sodium acetate at reflux results in dehydration yielding the N, N- diacetamide of the title compound in> 80% yield. Monodeacetylation of the diacetamide with 0.1 equiv of triethylamine in methanol affords the title monoacetamido derivative 1 in nearly quantitative yield.
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