54836-96-3

Upstream product

• 78553-61-4 (S)-1-((S)-3-Amino-3-ethoxycarbonyl-propyl)-azetidine-2-carboxylic acid methyl ester; hydrochloride 
• 78553-56-7 (S)-1-((S)-3-Amino-3-methoxycarbonyl-propyl)-azetidine-2-carboxylic acid methyl ester; hydrochloride 
• 2133-34-8 (2S)-azetidine-2-carboxylic acid 
• 187796-28-7 tert-butyl (S)-1-[(S)-3-(tert-butoxycarbonylamino)-4-tert-butoxy-4-oxobutyl]azetidine-2-carboxylate 
• 201283-51-4 (S)-1-((S)-3-tert-Butoxycarbonyl-3-tert-butoxycarbonylamino-propionyl)-azetidine-2-carboxylic acid tert-butyl ester 
• 201283-52-5 (S)-1-((S)-3-tert-Butoxycarbonyl-3-tert-butoxycarbonylamino-thiopropionyl)-azetidine-2-carboxylic acid tert-butyl ester 
• 111705-75-0 ethyl (2R,αS)-2-ethoxycarbonyl-α-trifluoroacetylamino-1-azetidinebutanoate 
• 7729-30-8 (R)-azetidine-2-carboxylic acid 
• 78553-55-6 (S)-1-((S)-3-Benzyloxycarbonylamino-3-ethoxycarbonyl-propyl)-azetidine-2-carboxylic acid methyl ester 
• 78553-50-1 (S)-1-((S)-3-Benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-azetidine-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

SYNTHESIS AND BIOLOGICAL ACTIVITY OF (+)-NICOTIANAMINE

(+)-Nicotianamine and its naturally occurring antipode exhibited the same biological activity with regard to chlorophyll formation of chlorotic leaflets of the mutant chloronerva.It is therefore concluded that nicotianamine does not exert its functions by a stereospecific binding to a macromolecular surface. - Key Word Index: Lycopersicon esculentum; tomato mutant chloronerva; Solanaceae; (2R:3'R:3''R)-N--azetidine-2-carboxylic acid; (2R:3'R)-N-(3-amino-3-carboxypropyl)-azetidine-2-carboxylic acid; chlorophyll formation.

A novel synthetic approach towards phytosiderophores: Expeditious synthesis of nicotianamine and 2'-deoxymugineic acid

A short and a novel approach for synthesis of nicotianamine, 2'- deoxymugineic acid and related phytosiderophores has been achieved through peptide intermediates. Selective amide reduction in the presence of ester functionalities by conversion to thioamid

The "Normalizing Factor" for the Tomato Mutant chloronerva. XXV. Synthesis of 2-Epinicotianamine and Nicotianamine

2-Epinicotianamine (6) was synthesized by stepwise reductive alkylation of ethyl (R)-2-azetidinecarboxylate (2) with ethyl (S)-4-oxo-2-(trifluoroacetylamino)butanoate (3); nicotianamine (8) was prepared in an analogous manner from (2S,αS)-α-amino-2-carboxy-1-azetidinebutanoic acid (7). 2-Epinicotianamine and nicotianamine showed the same biological activity with regard to the phenotypical normalization of the tomato mutant chloronerva.

SYNTHESIS OF NICOTIANAMINE AND A RELATED COMPOUND, DERIVATIVES OF AZETIDINE-2-CARBOXYLIC ACID

The synthesis of nicotianamine (1) and a related compound (2) - amino acid derivatives having the azetidine ring - was achieved by reductive coupling of L-aspartic-β-semialdehyde derivatives with L-azetidine-2-carboxylic acid methyl ester.