78147-91-8

Upstream product

• 75869-74-8 3,6-anhydro-D-lyxo-hexosulose 1,2-bis(phenylhydrazone) 
• 104759-60-6 3,6-anhydro-D-lyxo-hexulose phenylosazone 
• 15476-32-1 2-phenyl-4-(D-lyxo-1',2',3',4'-tetrahydroxybutyl)-2H-1,2,3-triazole 
• 534-97-4 D-xylo-hexulose phenylosazone 
• 3879-35-4 D-tagatose phenylosazone 

Downstream Products

• 79902-91-3 4-(2,3-di-O-acetyl-α-D-threofuranosyl)-2-phenyl-2H-1,2,3-triazole 
• 99801-44-2 4-((3aS)-2,2-dimethyl-(3ar,6ac)-tetrahydro-furo[3,4-d][1,3]dioxol-4t-yl)-2-(4-nitro-phenyl)-2H-[1,2,3]triazole 
• 97832-39-8 (2S)-3c,4c-diacetoxy-2r-[2-(4-nitro-phenyl)-2H-[1,2,3]triazol-4-yl]-tetrahydro-furan 
• 95707-66-7 (3S)-2c-[2-(4-nitro-phenyl)-2H-[1,2,3]triazol-4-yl]-tetrahydro-furan-3r,4c-diol 

Relevant academic research and scientific papers

Studies on epimeric D-xylo-and D-lyxo -tetritol-1-yl-2-phenyl-2 H-1,2,3- triazoles. Synthesis and anomeric configuration of 4-(α- and β-D- threofuranosyl)- 2-phenyl-2H-1,2,3- triazole C-nucleoside analogs

Treatment of 4-(D-xylo-tetritol-1-yl)-2-phenyl-2H-1,2,3-triazole (1) with one mole equivalent of tosyl chloride in pyridine solution, afforded the C-nucleoside analog; 4-(β-D-threofuranosyl)-2-phenyl-2H-1,2,3-triazole (2) in 55% yield, as well as the bypr

STRUCTURE AND ANOMERIC CONFIGURATION OF THE 3,6-ANHYDRO-OSAZONE DERIVATIVES OBTAINED FROM D-lyxo-HEXULOSE PHENYLOSAZONE AND D-xylo-HEXULOSE PHENYLOSAZONE

Dehydration of D-lyxo-hexulose phenylosazone or D-xylo-hexulose phenylosazone afforded 3,6-anhydro-D-lyxo-hexulose phenylosazone (2) as the preponderant isomer from both.The identity of 2 was obtained by acetylation, and comparison of the products.Acetylation with acetic anhydride-pyridine afforded the same di-O-acetyl derivative, and further acetylation afforded the same N-acetyldi-O-acetyl derivative (5).Refluxing 2 with copper sulfate afforded a C-nucleoside analog, namely, 2-phenyl-4-α-D-threofuranosyl-1,2,3-osotriazole (6).The anomeric configuratin of 2, 5, and 6 was determined by n.m.r. spectroscopy.The mechanism of the dehydrative cyclization-process, and the conformational stability of 2, are discussed.