Bulletin of the Chemical Society of Japan

The synthetic reactions of aliphatic nitro compounds. XI. The synthesis of. BETA.-amino-. ALPHA.-hydroxycarboxylic acids and. GAMMA.-aminocarboxylic acids.

E Kaji, A Igarashi, S Zen

Index: Kaji,E. et al. Bulletin of the Chemical Society of Japan, 1976 , vol. 49, p. 3181 - 3184

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Citation Number: 10

Abstract

The O-alkylation of some nitroparaffins, 2-nitropropane, 2-nitrobutane, 1-nitropropane, and phenylnitromethane, with methyl bromoacetate in dipolar aprotic solvent led to α-hydroxy-β- nitrocarboxylates, which were converted into β-amino-α-hydroxycarboxylic acids. Several γ- aminocarboxylic acids were synthesized from the corresponding γ-nitrocarboxylates which were obtained via C-alkylation of the nitroparaffins with methyl β-bromo-propionate.