A Crystallization-Induced Stereoselective Glycosidation Reaction in the Synthesis of the Anticancer Drug Etoposide
Organic Letters2000Vol. 2(21), pp. 3281–3283
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Lee J. Silverberg, Sean Kelly, Purushotham Vemishetti, David Vipond, Frank S. Gibson, Brian Harrison, Richard H. Spector, John L. Dillon
Abstract
The anticancer drug etoposide, 1, is prepared in 79% overall yield from readily available 4'-demethyl-4-epipodophyllotoxin, 3, and 4, 6-O-ethylidene-2,3-O-dibenzyl-D-glucose, 4, via a crystallization-induced stereoselective glycosidation reaction followed by catalytic hydrogenation.
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