The Journal of Organic Chemistry

. beta.-Methyleneglutamic acid and. beta.-methyleneglutamine

YH Paik, P Dowd

Index: Paik, Yi Hyon; Dowd, Paul Journal of Organic Chemistry, 1986 , vol. 51, # 15 p. 2910 - 2913

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Citation Number: 18

Abstract

The novel j3, y-unsaturated amino acids &methyleneglutamic acid (I) and j3- methyleneglutamine (11) are readily prepared by addition of the protected aminomalonates III and VI11 to the allenes ethyl buta-2, 3-dienoate (IV) and cyanoallene (VII) followed by acid hydrolysis. Byproducts of the reaction are 4-amino-3-methylbut-2-enoic acid hydrochloride (VI) and 4-amino-3-methylbut-2-enamide hydrochloride (X).