A crystallization-induced stereoselective glycosidation reaction in the synthesis of the anticancer drug etoposide |
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| Authors: | Silverberg L J Kelly S Vemishetti P Vipond D H Gibson F S Harrison B Spector R Dillon J L |
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| Institution: | Bristol-Myers Squibb Co., Technical Operations Development, Chemical Development Laboratories, P.O. Box 4755, Syracuse, New York 13221-4755, USA. |
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| 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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