81090-82-6Relevant academic research and scientific papers
A PRACTICABLE SYNTHESIS OF N-TRIFLUOROACETYL-L-DAUNOSAMINE FROM D-GlUCOSE
Crugnola, Angelo,Lombardi, Paolo,Gandolfi, Carmelo,Arcamone, Federico
, p. 395 - 400 (2007/10/02)
A synthesis of the N-trifluoroacetyl derivative of L-daunosamine, the glucidic component of adriamycin and daunomycin, two antibiotics with proved antineoplastic activity, is described starting from D-glucose, an inexpensive carbohydrate source.The synthetic sequence involves the stereoselective introduction of the C(3) amino group and the inversion at C(5), obtained by the stereospecific hydrogenation of a 5-methylenepyranose derivative, to flip from the D over the L series.
