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(b) Georg, G.I.; Boge, T.C.; Cheruvallath, Z.S.; Clowers, J.S.; Harriman, G.C.B.; Hepperle, M.; Park, H. in Taxol: Science and Applications; Sufrhess, M., Ed.; CRC, Boca Raton, 1995, pp. 317-375.
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Ojima, I.; Slater, J.C.; Michaud, E.; Kuduk, S.D.; Bounaoud, P.-Y.; Vrignaud, P.; Bissery, M.C.; Veith, J.M.; Pera, P.; Bernacki, R.J. J. Med. Chem. 1996, 39, 3889-3896.
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Isolation of 4 from the European yew
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Isolation of 5 from T. x media Rehd
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b) Isolation of 5 from T. x media Rehd.: Fenoglio, I.; Nano, G.M.; Vander Velde, D.O.; Appendino, G. Tetrahedron Lett. 1996, 37, 3203-3206.
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Paclitaxel itself could not be directly employed for the synthesis of 3a, since its 2'-protected- and 2',7-diprotected (TES, Cbz) derivatives could not be selectively deacetylated at C-10
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Paclitaxel itself could not be directly employed for the synthesis of 3a, since its 2'-protected- and 2',7-diprotected (TES, Cbz) derivatives could not be selectively deacetylated at C-10.
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22
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0013531356
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The diol 9c was unreactive toward succinic anhydride. No reaction took also place when 7,10-diTES-10-deacetylbaccatin III was treated with this reagent
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The diol 9c was unreactive toward succinic anhydride. No reaction took also place when 7,10-diTES-10-deacetylbaccatin III was treated with this reagent.
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23
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15a but can be efficiently carried out in DMF with only 1.1 equivalents of TES-C1 and imidazole
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15a but can be efficiently carried out in DMF with only 1.1 equivalents of TES-C1 and imidazole.
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37
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0013521948
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Only the less hindered 7-TES group could be selectively removed with 1 mol. equiv. TBAF
-
Only the less hindered 7-TES group could be selectively removed with 1 mol. equiv. TBAF.
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38
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0342423221
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Farina, V., Ed.; Eisevier
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For a review on the synthesis of the side chain of antitumour taxoids, see: Kant, J. In The Chemistry and Pharmacology of Taxol® and Related Compounds; Farina, V., Ed.; Eisevier, 1995, pp.255-300.
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Kant, J.1
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Discrepancies of this type were first reported for a 11(15→1)abeo analogue of paclitaxel (Samaranayake, G.; Magri, N.F.; Jitrangsri, C.; Kingston, D.G.I. J. Org. Chem. 1991, 56, 5114-5119). Synthetic paclitaxelanalogues which improved tubulin affinity but a remarkably reduced cytotoxicity have been recently reported (Kalr, U.; Graf, H.; Schenk., O.; Röhr, B.; Schulz, H. Bioorg. Med. Chem. Lett. 1998, 8, 1397-1402).
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40
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0032474486
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Discrepancies of this type were first reported for a 11(15→1)abeo analogue of paclitaxel (Samaranayake,G.; Magri, N.F.; Jitrangsri, C.; Kingston, D.G.I. J. Org. Chem. 1991, 56, 5114-5119). Synthetic paclitaxel analogues which improved tubulin affinity but a remarkably reduced cytotoxicity have been recently reported (Kalr, U.; Graf, H.; Schenk., O.; Röhr, B.; Schulz, H. Bioorg. Med. Chem. Lett. 1998, 8, 1397-1402).
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These assays were carried out according to: All, S.M.; Hoemann, M.Z.; Aubé, J.; Mitscher, L.A.; Georg, G.I.; McCall, R.; Jayasinghe, L.R. J. Med. Chem. 1995, 38, 2821-2828.
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