106138-31-2Relevant academic research and scientific papers
Enzymic Synthesis of 3-Halogenoaspartic Acids using &β-Methylaspartase: Inhibition by 3-Bromoaspartic acid
Akhtar, Mahmoud,Cohen, Mark A.,Gani, David
, p. 1290 - 1291 (1986)
In the presence of ammonia, β-methylayspartase catalyses the conversion of halogenofumaric acids into the corresponding β-halogenoaspartic acids; one of the products, bromoaspartic acids, is an irreversible inhibitor.
Potential carcinostatics. 4. Synthesis and biological properties of erythro- and threo-β-fluoroaspartic acid and erythro-β-fluoroasparagine
Wanner,Hageman,Koomen,Pandit
, p. 85 - 87 (1980)
(E)- and (Z)-Di-tert-butyl 2-amino-3-fluoro-2-butene-1,4-dioate [(E)- and (Z)-2] were synthesized in two ways: (a) by elimination of hydrogen fluoride from di-tert-butyl β,β-difluoroasparatate under the influence of 1,5-diazabicyclo[4.3.0]non-5-ene and (b) by amination with the ammonium acetate of di-tert-butyl monofluorooxaloacetate (3), obtained via condensation of tert-butyl monofluoroacetate with di-tert-butyl oxalate. Reduction of 2 with sodium cyanoborohydride yielded a mixture of di-tert-butyl monofluoroaspartates in which the erythro isomer constituted the major product. The structure of this isomer (4a) was established by X-ray crystallographic analysis of the corresponding acid 5a. Esterification of 5a to the β-methyl ester 6, followed by aminolysis, yielded erythro-β-fluoroasparagine (7). Tests with 5a and 7 in the L-5178Y test system showed that the compounds exhibited toxicity at levels at which no antitumor activity was observed.
THE SYNTHESIS OF 3-FLUOROASPARATIC ACID
Hudlicky, M.
, p. 99 - 108 (2007/10/02)
A new synthesis of 3-flouroasparatic acid is based on the reaction of dibenzyl difluoromaleate (3) with dibenzylamine.Reduction of this product (4) with sodium cyanoborohydride gave dibenzyl 2-dibenzylamino-3-flurosuccinate (5), and thence hydrogenolysis
