80726-99-4Relevant academic research and scientific papers
Glucosylhydrazines,6. - Synthesis of Pyrazole, Pyrazolopyrimidine, and 1H-1,2,4-Triazole Gluconucleosides from Glucose Hydrazones
Schmidt, Richard R.,Guilliard, Wolfgang,Heermann, Dieter
, p. 2309 - 2317 (2007/10/02)
The β-linked pyrazole gluconucleosides 6b, 12b, 13b, and 14b were obtained regio- and diastereoselectively from 2,3,4,6-tetra-O-benzyl-D-glucose hydrazone (5b) and acetylacetone, (ethoxymethylene)malondinitrile, (ethoxymethylene)cyanoacetate, and (aminomethylene)cyanoacetamide, respectively, in a one-pot reaction after two ring closures. 12b and 13b were transformed into the unprotected pyrazolopyrimidine gluconucleosides 15a and 16a (analogues of adenosine and inosine).Similarly from 5b and N-(ethoxymethylene)oxalate monoamide the β-linked glucopyranosyl-1H-1,2,4-triazole-5-carboxylate 20 and from 5b and activated formic acid derivatives the parent triazole derivative 22 were obtained.
