348594-86-5

Upstream product

• 127-65-1 chloroamine-T 
• 74243-85-9 trans-2,3-bis(ethoxycarbonyl)oxirane 
• 101924-53-2 diethyl (2S,3R)-2-azido-3-hydroxysuccinate 
• 98-59-9 p-toluenesulfonyl chloride 
• 101924-54-3 diethyl (2R,3S)-2-hydroxy-3-aminosuccinate 

Downstream Products

• 348584-48-5 (2R)-1-[(4-Methylphenyl)sulfonyl]-2-[(2R)-oxiran-2-yl]aziridine 
• 348584-42-9 (2R,3R)-2-(tert-Butyldimethylsiloxy)-3-[(4-methylphenyl)sulfonylamino]butane-1,4-diol 
• 348584-45-2 (2R,3R)-2-(tert-Butyldimethylsiloxy)-1,4-bis[(4-methylphenyl)sulfonyloxy]-3-[(4-methylphenyl)sulfonylamino]butane 
• 129374-97-6 (2S,3R)-2-Butyl-3-(toluene-4-sulfonylamino)-succinic acid diethyl ester 
• 129374-99-8 (2R,3R)-2-Iodo-3-(toluene-4-sulfonylamino)-succinic acid diethyl ester 
• 129375-00-4 (2R,3R)-2-Bromo-3-(toluene-4-sulfonylamino)-succinic acid diethyl ester 
• 129374-94-3 (2S,3R)-2-Methyl-3-(toluene-4-sulfonylamino)-succinic acid diethyl ester 
• 348584-20-3 Diethyl (2R,3S)-2-(tert-butyldimethylsiloxy)-3-[(4-methylphenyl)sulfonylamino]succinate 
• 129374-92-1 diethyl (2S,3S)-(N-p-toluenesulfonyl)aziridine-2,3-dicarboxylate 

Relevant academic research and scientific papers

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).

1,2-epimino-3,4-epoxybutane: A versatile chiral building block

The synthesis of enantiomerically pure 1,2-epimino-3,4-epoxy-(N-toluenesulfonyl)butane (6) in the S,R-(erythro) and R,R-(threo) configurations is described. This building block offers a new route to targets with an 1,2-aminohydroxy functionality. As an example, the new 1,4-biselectrophile is employed in a cyclopentane synthesis.

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.