Synthesis of 2, 6-diaminopimelic acid and its 4-substituted derivatives

J Hanus, V Tolman, K Vereš

Index: Hanus,J. et al. Collection of Czechoslovak Chemical Communications, 1973 , vol. 38, p. 1212 - 1220

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Citation Number: 7

Abstract

Alkylation of diethyl acetamidomalonate with 5-bromo-N-phthaloyl-L-norvaline methyl ester (V) gives rise to a mixture of all three isomers of 2, 6-diaminopimelic acid. Alkylation of diethyl acetamidomalonate with ethyl 2-acetamido-5-bromo-2-ethoxycarbonyllevulinate (Xl) and subsequent hydrolysis of the resulting product gave 2, 6-diamino-4-oxopimelic acid (VIII) which in turn was converted to 4-oximino-(XIII), 4-amino-(XIV), and 4-hydroxY-2, 6- ...