129374-92-1

Upstream product

• 35506-91-3 diethyl (4S,5S)-1,3,2-dioxathiolane-4,5-dicarboxylate 2-oxide 
• 13811-71-7 diethyl (2S,3S)-tartrate 
• 4124-41-8 p-toluenesulfonylanhydride 
• 136314-88-0 diethyl (2S,3S)-(+)-aziridine-2,3-dicarboxylate 
• 101924-53-2 diethyl (2S,3R)-2-azido-3-hydroxysuccinate 
• 101924-54-3 diethyl (2R,3S)-2-hydroxy-3-aminosuccinate 
• 98-59-9 p-toluenesulfonyl chloride 
• 348594-86-5 Diethyl (2R,3S)-2-hydroxy-3-[(4-methylphenyl)sulfonylamino]succinate 

Downstream Products

• 129374-94-3 (2S,3R)-2-Methyl-3-(toluene-4-sulfonylamino)-succinic acid diethyl ester 
• 129375-00-4 (2R,3R)-2-Bromo-3-(toluene-4-sulfonylamino)-succinic acid diethyl ester 
• 129374-99-8 (2R,3R)-2-Iodo-3-(toluene-4-sulfonylamino)-succinic acid diethyl ester 
• 129374-97-6 (2S,3R)-2-Butyl-3-(toluene-4-sulfonylamino)-succinic acid diethyl ester 

Relevant academic research and scientific papers

Stereospecific radiosynthesis of 3-fluoro amino acids: Access to enantiomerically pure radioligands for positron emission tomography

A variety of substituted non-racemic aziridine-2-carboxylates equivalent to amino acids were prepared and subjected to ring opening reaction by [18F/19F]fluoride. The regio and stereospecific ring opening depends on the substituents on the nitrogen as well as both the carbons of aziridines. The applicability of the methods to afford access to 3-[18F/19F]fluoro amino acids are illustrated.

Base promoted isomerization of aziridinyl ethers: a new access to alpha- and beta-amino acids.

Aziridinyl ethers are selectively and easily converted to either amino vinyl ethers or alkoxy allylamines by treatment with mixed metal bases (superbases).

Nucleophilic ring opening of C2-symmetric aziridines. Synthetic equivalents for the β-cation of aspartic acid

The non-racemic C2-symmetric aziridines 7 and 8, easily available from (+)- and (-)-tartaric acid, respectively, undergo rapid nucleophilic attack to yield products formally derived from the β-cation of L- or D-aspartic acid.