3322-00-7

Upstream product

• 50-99-7 D-glucose 
• 59-88-1 phenylhydrazine hydrochloride 
• 106-49-0 p-toluidine 
• 64-19-7 acetic acid 
• 62-53-3 aniline 
• 156-43-4 4-Ethoxyaniline 
• 4429-04-3 1-amino-1-deoxy-D-fructose 
• 100-63-0 phenylhydrazine 
• 2873-29-2 D-glucal triacetate 
• 7664-41-7 ammonia 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 86119-84-8 phosphoric acid 
• 3416-24-8 2-amino-2-deoxyglucose 

Downstream Products

• 4429-04-3 1-amino-1-deoxy-D-fructose 
• 3554-89-0 N-acetyl-4,5-di-O-acetyl-3,6-anhydro-L-lyxo-hexulose phenylosazone 
• 78077-10-8 4,5-di-O-acetyl-3,6-anhydro-L-lyxo-2-hexulose phenylosazone 
• 35522-78-2 3,6-anhydro-L-lyxo-2-hexulose phenylosazone 
• 104759-61-7 3,6-anhydro-β-L-threo-hexulose phenylosazone 
• 78147-91-8 4-(α-D-threofuranosyl)-2-phenyl-2H-1,2,3-triazole 
• 3554-89-0 N-acetyl-2,3-di-O-acetyl-3,6-anhydro-D-lyxo-hexulose phenylosazone 
• 78077-10-8 2,3-di-O-acetyl-3,6-anhydro-D-lyxo-hexulose phenylosazone 
• 79726-78-6 4-(2,3-O-isopropylidene-β-D-erythrofuranosyl)-2-phenyl-1,2,3-triazole 
• 188964-33-2 β-D-erythrofuranosyl-2-phenyl-2H-1,2,3-triazole 
• 3554-89-0 N-acetyl-2,3-di-O-acetyl-3,6-anhydro-D-ribo-hexulose phenylosazone 
• 75869-72-6 4,5-O-isopropylidene-β-D-erythro-hexulofuranose bis(phenylhydrazone) 
• 35522-78-2 3,6-anhydro-D-ribo-hexulose henylosazone 
• 35522-78-2 (2R,3R,4R)-2-[1,2-Bis-(phenyl-hydrazono)-ethyl]-tetrahydro-furan-3,4-diol 

Relevant academic research and scientific papers

STUDIES ON 3-EPIMERIC 2-HEXULOSE PHENYLOSAZONES. STRUCTURE AND ANOMERIC CONFIGURATION OF THE 3,6-ANHYDRO-OSAZONE DERIVATIVES OBTAINED FROM D-arabino- AND D-ribo-2-HEXULOSE PHENYLOSAZONE

Dehydration of the 3-epimeric 2-hexulose phenylosazones D-arabino-hexulose phenylosazone or D-ribo-hexulose phenylosazone afforded 3,6-anhydro-D-ribo-hexulose phenylosazone (4) as the preponderant isomer from both.The identity of 4 was obtained by t.l.c., and by acylation followed by comparison of the products.Prolonged acetylation with acetic anhydride-pyridine, or by refluxing with acetic anhydride, afforded the same N-acetyldi-O-acetyl derivative.Refluxing 4 with copper sulfate, or the osotriazole with 20percent methanolic sulfuric acid, afforded the C-nucleoside analog, namely, 4-β-D-erythrofuranosyl-2-phenyl-1,2,3-osotriazole (7).The anomeric configurations of 4 and 7 were ascertained from the n.m.r. spectra of their isopropylidene derivatives.The mechanism of the dehydrative cyclization process and the mass spectra of two compounds were discussed.