129241-86-7Relevant academic research and scientific papers
Asymmetric synthesis of differentially protected meso-2,6-diaminopimelic acid
Roberts, John L.,Chan, Cecil
, p. 7679 - 7682 (2002)
meso-2,6-Diaminopimelic acid, an important linking component of bacterial cell walls and a biosynthetic precursor of L-lysine has been prepared differentially protected in a stereospecific manner from both L-aspartic and L-glutamic acid. The key step to establish the second chiral center involves the asymmetric reduction of a pyruvate moiety with Alpine-Borane. S-2-Amino-6-oxopimelic acid, the hydrolyzed open chain form of tetrahydrodipicolinic acid, a biosynthetic precursor of meso-2,6-diaminopimelic acid, was also prepared via deprotection of the key pyruvate intermediate.
Synthesis of protected γ-carboxyglutamates and γ-acylglutamates by rearrangement of N,N-diacylglutamates
Avent, Anthony G.,Duggan, Heather M. E.,Young, Douglas W.
, p. 2327 - 2332 (2005)
A new method for γ-acylation of protected glutamic acids, involving intramolecular rearrangement of an acyl urethane, has been devised to prepare the protected γ-carboxyglutamates 7, 9 and 11 and the protected 4-acylglutamates 15 and 22 from N,N-bisurethanes or N-acyl-N-urethanes of general structure 1. When the formylurethane 17 was used in the reaction, then the intermediate 18 in the intramolecular rearrangement was obtained. The Royal Society of Chemistry 2005.
ENZYME AND RECEPTOR MODULATION
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Covalent conjugates of an α,α-disubstituted glycine ester and a modulator of the activity of a target intracellular enzyme or receptor, wherein the ester group of the conjugate is hydrolysable by one or more intracellular carboxylesterase enzymes to the corresponding acid and the α,α-disubstituted glycine ester is conjugated to the modulator at a position remote from the binding interface between the inhibitor and the target enzyme or receptor pass into cells and the active acid hydrolysis product accumulates within the cells.
The efficient, enantioselective synthesis of quinoxaline, pyrazine and 1,2,4-triazine substituted α-amino acids from vicinal tricarbonyls
Adlington,Baldwin,Catterick,Pritchard
, p. 668 - 679 (2007/10/03)
The reaction of diamines and amidrazones with α-amino acid vicinal tricarbonyls has been shown to be a versatile route towards novel heterocyclic α-amino acids. This route is also applicable to parallel synthesis and has allowed the formation of a range o
A versatile synthetic route to quinoxaline, pyrazine and 1,2,4-triazine substituted α-amino acids from vicinal tricarbonyls
Adlington, Robert M.,Baldwin, Jack E.,Catterick, David,Pritchard, Gareth J.
, p. 299 - 302 (2007/10/03)
A range of novel heterocyclic α-amino acids has been synthesised by the reaction of diamines and amidrazones with α-amino acid vicinal tricarbonyl reactive substrates. The Royal Society of Chemistry 2000.
Preparation of 'Semialdehyde' Derivatives of Aspartic and Glutamic Acid via the Rosenmund Reduction
Bold, Guido,Steiner, Heinz,Moesch, Luzia,Walliser, Bernhard
, p. 405 - 410 (2007/10/02)
Suitable protected aspartic-acid 'β-semialdehyde' and glutamic acid 'γ-aldehyde' derivatives can be obtained, in good yield by Rosenmund reduction of the corresponding acid chlorides.Benzyloxycarbonyl (Z) and (tert-butoxy)carbonyl (Boc) protecting groups
