Abstract
AbstractThe protected ceramide: N‐((2S,3S,4R)‐3,4‐bis(benzyloxy)‐1‐hydroxyoctadecan‐2‐yl)tetracosanamide, was attempted to introduce a triflate as a leaving group followed by a nucleophilic substitution with azido group in one‐pot manner. Unexpectedly, the oxazole ring formed via a thermodynamically favored intramolecular cyclization was opened to generate the original ceramide by triflic acid. In addition, the residual acid promoted a formylation of the primary hydroxy group in DMF.
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