Practical Synthesis of Methyl Z-2-(N-Acetylamino) but-2-Enoate. An Intermediate to D- and L-2-Aminobutyric Acid
- 1 May 1998
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 28 (9) , 1617-1623
- https://doi.org/10.1080/00397919808006866
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.Keywords
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