51163-34-9Relevant academic research and scientific papers
AmIno Acid Homologation by the Blaise Reaction: A new entry into nitrogen heterocycles
Cam, Thuy Hoang,Bouillere, Francelin,Johannesen, Sine,Zulauf, Anais,Panel, Cecilia,Pouilhes, Annie,Gori, Didier,Alezra, Valerie,Kouklovsky, Cyrille
experimental part, p. 4177 - 4187 (2009/09/08)
(Chemical Equation Presented) A general strategy for the amino acid homologation via Blaise reaction and subsequent reduction is presented. This strategy involves the preparation of protected α-amino nitriles from the corresponding amino acids, followed by the zinc-mediated condensation of tert-butyl bromoacetate, to give the imidazolidones after iminozincate cyclization. Reduction gave the saturated imidazolidinones with cis or trans stereochemistry, depending on the reduction conditions. This strategy was applied to nonfunctionalized amino acids and to functionalized amino acids such as serine and aspartic acid. Additionally, acidic hydrolysis of cis or trans imidazolidinones to the corresponding chiral 4-aminopyrrolidones is described.
Synthesis and anticonvulsant evaluation of a series of (R)- and (S)-N- Cbz-α-aminoglutarimide and succinimide
Park,Lee,Choi
, p. 1297 - 1302 (2007/10/03)
A series of (R)- and (S)-N-Cbz-α-aminoimides(1 and 2) were synthesized and were investigated their anticonvulsant activities in the MES and PTZ test, and determined the neurotoxicities. The most active compound among them was (S)-N-Cbz-α-amino-N-methyl glutarimide(1d) and the ED50 value in the MES test was 36.1 mg/kg and the ED50 value in the PTZ test was 12.5 mg/kg. In the rotorod test for neurotoxicity, the TD50 value was 62.5 mg/kg.
