764-17-0

Usage

InChI:InChI=1/C6H9N3O3/c7-5(6(11)12)2-1-4(10)3-9-8/h3,5H,1-2,7H2,(H-,10,11,12)/b4-3-

Upstream product

• 42294-25-7 N,N-phthaloyl-D-glutamic acid-1-methyl ester 
• 6893-26-1 D-Glutamic acid 
• 25830-78-8 N-phthaloyl-D-glutamic acid anhydride 
• 884594-54-1 (S)-6-diazo-5-oxo-2-(2,2,2-trifluoro-acetylamino)-hexanoic acid ethyl ester 
• 42294-25-7 (2S)-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)pentanedioic acid α-methyl ester 
• 367-95-3 (S)-4-Chlorcarbonyl-2-(trifluor-acetylamino)butansaeureethylester 
• 56-86-0 L-glutamic acid 
• 25830-77-7 N-phthaloyl-L-glutamic anhydride 
• 150823-38-4 N-phthaloyl glutamic acid α-methyl ester 
• 1535-57-5 N-Tfa-L-Glu anhydride 
• 84344-29-6 N-Tfa-L-Glu-OMe-γ-Dcha Salt 
• 84369-01-7 γ-OBzl-N-Tfa-L-Glu-OMe 
• 1676-73-9 L-glutamic acid γ-benzyl ester 
• 145038-49-9 4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-methoxy-5-oxopentanoic acid 

Downstream Products

• 82972-54-1 4-amino-4-deoxy-N¹⁰-methylpteroyl-(6-diazo-5-oxo)-L-norleucine 
• 146467-21-2 (S)-5-oxo-2-piperidinecarboxylic acid 

Relevant academic research and scientific papers

Chemical reactivity of 6-diazo-5-oxo-l-norleucine (DON) catalyzed by metalloporphyrins (Fe,Ru)

The transfer of the metallocarbene derived from N- and O-protected 6-diazo-5-oxo-l-norleucine (DON) catalyzed by metalloporphyrins undergoes dimerization, cyclopropanation, N-H and S-H insertion reactions, respectively. An efficient and direct synthesis of 5-oxo-l-pipecolic acid from DON is described from unprotected 6-diazo-5-oxo-l-norleucine.

Inhibition of Escherichia coli glucosamine synthetase by novel electrophilic analogues of glutamine - Comparison with 6-diazo-5-oxo-norleucine

A series of electrophilic glutamine analogues based on 6-diazo-5-oxo-norleucine has been prepared, using novel synthetic routes, and evaluated as inhibitors of Escherichia coli. glucosamine synthetase. The γ-dimethylsulphonium salt analogue of glutamine was found to be one of the most potent inactivators of this enzyme yet reported, with an apparent second order rate constant (k2/K(i)) of 3.5 x 105 M-1 min-1. (C) 2000 Elsevier Science Ltd.

The Reaction of Lithium Trimethylsilyldiazomethane with Pyroglutamates - a Facile Synthesis of 6-Diazo-5-oxo-norleucine and Derivatives

The reaction of carbamate derivatives of pyroglutamic acid esters with the lithium salt of trimethylsilyldiazomethane below -100 deg C gives good yields of the corresponding substituted 6-diazo-5-oxo-norleucine esters; cleavage of Fmoc-substituted products provides a safe, convenient route to the parent acid.