Azide-containing sugars are {important|essential|crucial|critical|significant|vital} tools for the synthesis of biologically relevant 1,2-cis-glycosides and for bioconjugation chemistry. {Previous|Prior|Earlier|Preceding} {strategies|methods|techniques|approaches|tactics} for the installation of a non-participating C2-azido functionality use harsh {conditions|circumstances|situations} and {long|lengthy|extended} reaction {times|occasions|instances}. Herein, we report the synthesis of azido sugars {using|utilizing|making use of|employing|working with|applying} fluorosulfuryl azide (FSO2N3; 1) {with a|having a|using a} Cu(II) catalyst as a {safe|secure|protected} and {efficient|effective} diazotransfer reagent. {Common|Typical|Frequent|Widespread|Prevalent|Popular} hexosamine substrates {were|had been|have been} converted to 2-azido-2-deoxy sugars in {less|much less|significantly less} than {5|five} minutes in quantitative yield. Glycosyl donors with orthogonal {protecting|guarding|defending|safeguarding} groups {were|had been|have been} readily {prepared|ready} from these azido sugars with {good|great|excellent|very good|fantastic|superior} {overall|general|all round} yield {and a|along with a|as well as a|plus a|and also a|in addition to a} single column purification. The diazotransfer protocol was also {efficiently|effectively} {used|utilized|employed|utilised|applied|made use of} on other amino sugar derivatives, {including|such as|which includes|like} aminoglycosides and substrates with amine-containing linkers. This optimized {method|technique|approach|strategy|system|process} will expand access to {important|essential|crucial|critical|significant|vital} non-participating C2-azido {protecting|guarding|defending|safeguarding} groups {and other|as well as other|along with other|and also other} azido sugar derivatives. 1025796-31-9 Data Sheet Methyl 5-bromo-3-fluoro-2-methylbenzoate Price PMID:23715856
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