83022-22-4

Upstream product

• 75825-04-6 7-methoxycarbonyl-2-phenyl-1-oxa-2,7-diazabicyclo<2.2.2>-oct-4-ene 
• 586-96-9 Nitrosobenzene 
• 33707-36-7 1-(methoxycarbonyl)-1,2-dihydropyridine 

Downstream Products

• 83022-23-5 4,5-dideoxy-5-(methoxycarbonyl)amino-4-(phenylamino)-αβ-DL-lyxopyranose 
• 83022-26-8 1,2,3-tri-O-acetyl-4,5-dideoxy-5-(methoxycarbonyl)amino-4-(phenylamino)-αβ-DL-lyxopyranose 
• 83022-25-7 methyl 2,3-di-O-acetyl-4,5-dideoxy-5-(methoxycarbonyl)amino-4-(phenylamino)-αβ-DL-lyxopyranoside 
• 83022-24-6 (2R,3S,4S,5R)-3,4-Dihydroxy-2-methoxy-5-phenylamino-piperidine-1-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Syntheses of Racemic Diaminosugar Derivatives Starting from 1,2-Dihydropyridines and from Nitrosobenzene

Racemic diaminosugars were easily obtained by a regio- and stereoselective three-step synthesis.In the first step, regiospecific hetero-Diels-Alder cycloadditions between 1,2-dihydropyridines 1a and 10 and nitrosobenzene led to bicyclic compounds 2a and 1

A FACILE THREE-STEP SYNTHESIS OF A RACEMIC 4,5-DIAMINO-4,5-DIDEOXY-α-D,β-L-LYXOPYRANOSE.

Diels-Alder cycloaddition of nitrosobenzene to 1-methoxycarbonyl-1,2-dihydropyridine led in high yield to the endocyclic hydroxylamine adduct 5.which was successively oxydized with potassium permanganate and hydrogenolyzed to give the new aminosugar 4,5-d