75765-69-4Relevant academic research and scientific papers
Purines, Pyrimidines and Imidazoles. Part 55. Some D-Lyxofuranosyl Imidazoles Related to Intermediates in Purine Nucleotide de novo biosynthesis.
Mackensie, Grahame,Shaw, Gordon
, p. 3201 - 3228 (2007/10/02)
Ethyl 5-N-acetylamino-1-(2,3:5,6-di-O-isopropylidene-α- and -β-D-mannofuranosyl)imidazole-4-carboxylates prepared by acetylation of the corresponding 5-amino derivatives and methanolysis of the mixture of 5-N-mono- and di-acetylaminoimidazoles produced were converted by aqueous acetic acid into ethyl 5-N-acetylamino 1-(2,3-O-isopropylidene-α- and β-D-mannofuranosyl)imidazole-4-carboxylates which with sodium periodate followed by sodium borohydride gave ethyl 5-N-acetylamino-1-(2,3-O-isopropylidene-α- and -β-D-lyxofuranosyl)imidazole-4-carboxylates.The configurations assigned to the anomeric lyxone nucleosides were confirmed by comparison of specific rotations of glycerol derivatives produced by periodate oxidation of the deacetonated nucleosides with that from an analogous ribose derivative, and by n.m.r. and c.d. studies.Products of acylation of several aminoimidazoles with trifluoroacetic anhydride and acetyl chloride are also described.
