Synthesis and characterization of novel b-amino acid
Received: 28 December 2011 / Accepted: 10 May 2012 / Published online: 31 May 2012
Ó Springer Science+Business Media B.V. 2012
Abstract In the work discussed in this paper, novel b-amino acid derivatives were
prepared by Michael addition between 3-substituted-2-propenic acid and hydrazine
hydrate. The optimum reaction conditions were determined by analyzing the effects
of the ratio of the starting materials, temperature, and reaction time. The conclusions
were: reaction temperature 80 °C, reaction time 8 h, n (3-substituted-2-propenic
acid)/n (hydrazine hydrate) = 1:15. Products were characterized by measurement of
melting point, elemental analysis, and IR and
H NMR spectroscopy.
Keywords b-Amino acid derivatives Á Synthesis Á Characterization
b-Amino acids are widely used in the synthesis of antibiotics . b-Amino acids are
the substrates of many antibiotics and are common intermediates in drug synthesis .
b-Amino acids are also the direct raw materials in the synthesis of b-amino alcohols
. b-Amino alcohols are important intermediates in the synthesis of peptides, which
are important in asymmetric synthesis and medicinal chemistry [4, 5].
Structurally, b-amino acids are formed by addition of ammonia to acrylic acid
and its derivatives, which is the simplest synthetic method . Generally, b-amino
acids are formed by addition of ammonia to acrylonitrile and acrylate, then
hydrolysis to the corresponding amino acid under acidic or alkaline condition .
Y.-T. Liu Á L. Feng Á D.-W. Yin
College of Chemistry & Chemical Engineering, Shaanxi University of Science & Technology,
Xi’ an 710021, China
Y.-T. Liu Á L. Feng (&) Á D.-W. Yin
Key Laboratory of Auxiliary Chemistry & Technology for Chemical Industry,
Ministry of Education, Shaanxi University of Science & Technology, Xi’ an 710021, China
Res Chem Intermed (2013) 39:875–880