5978-96-1

Upstream product

• 7664-93-9 sulfuric acid 
• 6198-73-8 methyl 3,4-anhydro-β-D-galactopyranoside 
• 50-99-7 D-glucose 
• 59-88-1 phenylhydrazine hydrochloride 
• 106-49-0 p-toluidine 
• 64-19-7 acetic acid 
• 2873-29-2 D-glucal triacetate 
• 50-70-4 D-sorbitol 
• 7732-18-5 water 
• 7726-95-6 bromine 
• 127-09-3 sodium acetate 
• 66-84-2 D-(+)-glucosamine hydrochloride 
• 52387-26-5 D-ribose cyanohydrin 
• 1990-29-0 D-altrose 

Downstream Products

• 46994-10-9 4-(D-xylo-tetritol-1-yl)-2-phenyl-2H-1,2,3-triazole 
• 78077-10-8 2,3-di-O-acetyl-3,6-anhydro-D-lyxo-hexulose phenylosazone 
• 3554-89-0 N-acetyl-2,3-di-O-acetyl-3,6-anhydro-D-lyxo-hexulose phenylosazone 
• 78147-91-8 4-(α-D-threofuranosyl)-2-phenyl-2H-1,2,3-triazole 
• 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 
• 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.