Tetrahedron p. 3441 - 3456 (1997)
Update date:2022-08-04
Topics:
Liang, Xian
Kingston, David G.I.
Long, Byron H.
Fairchild, Craig A.
Johnston, Kathy A.
Lead tetracetate oxidation of 6α-hydroxy-7-epi-paclitaxel lends to C-nor-paclitaxel and C-seco-paclitaxel derivatives. Tetrpropylammonium perruthnate (TPAP) oxidation of a 6α-hydroxy-7-epi-paclitaxel derivative leads to a 6-formyl-C-nor-paclitaxel derivative. Reaction of a 6α-O-trifluoromethanesulfonyl-7-epi-paclitaxel derivative with DMAP yields a 20-O-acetyl-4-deacetyl-5,6-dehydro-6-formyl-C-nor-paclitaxel derivative. C-nor-paclitaxel analogs are less active than paclitaxel.
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