14-hydrido-9β-hydroxytetracyclic taxanes

Details 14-hydrido-9β-hydroxytetracyclic taxanes 14-hydrido-9β-hydroxytetracyclic taxanes

2005-04-12

2005-04-12

Owens, Amelia A. (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C549S511000

Reexamination Certificate

active

06878834

ABSTRACT:
Process for the preparation of a derivative or analog of baccatin III or 10-desacetyl baccatin III having a C9 substituent other than keto in which the C9 keto substituent of taxol, a taxol analog, baccatin III or 10-desacetyl baccatin III is selectively reduced to the corresponding hydroxy group.

REFERENCES:
patent: 4814470 (1989-03-01), Colin et al.
patent: 4857653 (1989-08-01), Colin et al.
patent: 4876399 (1989-10-01), Holton et al.
patent: 4921974 (1990-05-01), Duggan
patent: 4924011 (1990-05-01), Denis et al.
patent: 4924012 (1990-05-01), Colin et al.
patent: 4942184 (1990-07-01), Haugwitz et al.
patent: 4960790 (1990-10-01), Stella et al.
patent: 5015744 (1991-05-01), Holton
patent: 5059699 (1991-10-01), Kingston et al.
patent: 5136060 (1992-08-01), Holton
patent: 5175315 (1992-12-01), Holton
patent: 5227400 (1993-07-01), Holton et al.
patent: 5229526 (1993-07-01), Holton
patent: 5243045 (1993-09-01), Holton et al.
patent: 5250683 (1993-10-01), Holton et al.
patent: 5254703 (1993-10-01), Holton
patent: 5264591 (1993-11-01), Bombardelli et al.
patent: 5274124 (1993-12-01), Holton
patent: 5283253 (1994-02-01), Holton et al.
patent: 5284864 (1994-02-01), Holton et al.
patent: 5284865 (1994-02-01), Holton et al.
patent: 5336785 (1994-08-01), Holton
patent: 5338872 (1994-08-01), Holton et al.
patent: 5350866 (1994-09-01), Holton et al.
patent: 5352806 (1994-10-01), Gunawardana et al.
patent: 5384399 (1995-01-01), Holton
patent: 5399726 (1995-03-01), Holton et al.
patent: 5405972 (1995-04-01), Holton et al.
patent: 5430160 (1995-07-01), Holton
patent: 5440056 (1995-08-01), Klein et al.
patent: 5466834 (1995-11-01), Holton
patent: 5489601 (1996-02-01), Holton et al.
patent: 5530020 (1996-06-01), Gunawardana et al.
patent: 5532363 (1996-07-01), Holton
patent: 5539103 (1996-07-01), Holton
patent: 5723634 (1998-03-01), Holton
patent: 5990325 (1999-11-01), Holton et al.
patent: 6011056 (2000-01-01), Holton et al.
patent: 6066747 (2000-05-01), Holton
patent: 6147234 (2000-11-01), Holton et al.
patent: 6291692 (2001-09-01), Holton et al.
patent: 6482963 (2002-11-01), Holton et al.
patent: 6495704 (2002-12-01), Holton
patent: 20030114419 (2003-06-01), Holton et al.
patent: 247 378 (1987-12-01), None
patent: 253 738 (1989-03-01), None
patent: 253 739 (1989-08-01), None
patent: 336 840 (1990-05-01), None
patent: 336 841 (1990-05-01), None
patent: 400 971 (1990-12-01), None
patent: 428 376 (1991-05-01), None
patent: 534 707 (1993-03-01), None
patent: 534 708 (1993-03-01), None
patent: 534 709 (1993-03-01), None
patent: 919224 (1991-11-01), None
patent: WO 9207842 (1992-05-01), None
patent: WO 9302065 (1993-01-01), None
patent: WO 9302064 (1993-02-01), None
patent: WO 9408984 (1994-04-01), None
patent: WO 9209589 (1995-12-01), None
Denis et al. “A Highly Efficient, Practical Approach to Natural Taxol” Journal of the American Chemical Society, vol. 110 (1988) pp. 5917-5919.
Bonnert et al. “A New Synthesis of Substituted Dienes and its Application to an Alkylated Taxane Model System,” J. Chem. Soc. Chem. Commun., (1987), pp. 1540-1541.
Yeh et al. “A New Taxane Derivative from the Heartwood ofTaxus Mairei” Phytochemistry, vol. 57, No. 5 (1988) pp. 1534-1536.
Bartholomew et al. “A Novel Rearrangement Reaction Conversion of 3-(chloromethyl)azetidin-2-ones to Azetidine-3-carboxylic Acid Esters” Tetrahedron Letters, vol. 32, No. 36 (1991) pp. 4795-4798.
Miller et al. “Antileukemic Alkaloids fromTaxus wallichianaZucc.” J. Org. Chem., vol. 46, No. 7 (1981) pp. 1469-1474.
Holton et al. “A Synthesis of Taxusin” Journal of the American Chemical Society, vol. 110, No. 19 (1988) pp. 6558-6560.
Mukerjee et al. “β-Lactams: Retrospect and Prospect” Tetrahedron Letters, vol. 34, No. 52 (1978) pp. 1731-1767.
Balza et al. “Brevifoliol, A Taxane fromTaxus Brevifolia” Phytochemistry, vol. 30, No. 5 (1991) pp. 1613-1614.
Graf et al. “13C-NMR-Untersuchung von Taxin B ausTaxus baccataL.” L. Leibigs Ann. Chem., (1986), pp. 1147-1151.
Liu et al. “Constituents of the Heartwood of Taiwan Yew” Tai'wan Ko'hsueh, vol. 38 (1984) pp. 119-125.
Graf et al. “Die Aufklarung von Taxin A ausTaxus baccataL.” L. Liebigs Ann. Chem., (1982), pp. 376-381.
Senilh et al. “Hemisynthese de noveaux analogues du taxol. Etude de leur interaction avec la tubuline” C.R. Acad. Sci., Paris, Serie II, vol. 229, No. 15 (Nov. 21, 1984) pp. 1039-1043.
Witherup et al. “High Performance Liquid Chrmoatographic Separation of Taxol and Related Compounds fromTAxus Brevifolia” Journal of Liquid Chromatography, vol. 12, No. 11 (1989) pp. 2117-2132.
Gunawardana et al. “Isolation of 9-Dihydro-13-Acetylbaccatin III fromTaxus Canadensis” Journal of Natural Products, vol. 55, No. 11 (1992) pp. 1686-1689.
Senilh et al. “Mise En Evidence De Nouveaux Analogues Du Taxol Extraits DeTaxus Baccata” J. Nat. Prod., vol. 47, No. 1 (1984) pp. 131-137.
Magri et al. “Modified Taxols 4. Synthesis and Biological Activity of Taxols Modified in the Side Chain” Journal of Natural Products, vol. 51, No. 2 (1988) pp. 298-306.
Samaranayake et al. “Modified Taxols. 5.1 Reaction of Taxol with Electrophilic Reagents and Preparation of a Rearranged Taxol Derivative with Tubulin Assembly Activity3” Journal of Organic Chemistry, vol. 56 (1991) pp. 5114-5119.
Kobayashi et al. “Nature of Photochemically Induced Transannular Hydrogen Abstractions of Taxinines” J. Am. Chem. Soc., vol. 94, No. 8 (1972) pp. 2863-2865.
Ojima et al. “New and Efficient Approaches to the Semi-synthesis of Taxol and its C-13 Side Chain Analogs by Means of β-Lactam Synthon Method” Tetrahedron Letters, vol. 48, No. 34 (1992) pp. 6985-7012.
Borman “New Family of Taxol, Taxotere Analogs Developed” Science & Technology, Chemical & Engineering News, Apr. 12, 1993.
Kingston et al. “New Taxanes fromTaxus Brevifolia” Journal of Natural Products, vol. 45, No. 4 (1982) pp. 466-470.
Wani et al. “Plant Antitumor Agents. VI. The Isolation and Structure of Taxol, a Novel Antileukemic and Antitumor Agent FromTaxus Brevifolia” Journal of American Chemical Society. vol. 93, No. 9 (May 5, 1971) pp. 2325-2327.
Ettouati et al. “Plantes de Nouvelle-Caledonie. 1141. Taxanes isoles des feuilles d'Austrotaxus spicataCompton (Taxacees)2” Bulletin de la Societe Chimique de France, No. 4 (1988) pp. 749-755.
Ettouati et al. “Plantes de Nouvelle-Caledonie. 1241. Taxanes isoles des ecorces de tronc d'Austrotaxus spicataCompton (Taxacees)2” Bulletin de la Societe Chimique de France, No. 5 (1989) pp. 687-694.
Kingston et al. “Progress in the Chemistry of Organic Natural Products 61, The Taxane Diterpenoids” Springer Verlag, New York (1993) pp. 1-206.
Ettouati et al. “Revision Structurale De La Taxine B, Alcaloide Majoritaire Des Feuilles De L'if D'Europe,Taxus Baccata” J. Nat. Prod., vol. 54, No. 5 (1991) pp. 1455-1458.
Erdtman et al. “Short CommunicationTaxusHeartwood Constituents” Phytochemistry, vol. 8, No. 5 (1969) pp. 931-932.
Nakanishi et al. “Some NMDR Studies on Taxinine and Derivatives” Tetrahedron Letters, vol. 30 (1963) pp. 2161-2165.
Yeh et al. “Some Taxane Derivatives from the Heartwood ofTaxus Mairei” Journal of the Chinese Chemical Society, vol. 35 (1988) pp. 309-313.
Ho et al. “Structure of Taxusin” Acta. Cryst. vol. C43, Part 7, (1987) pp. 1378-1380.
Liang et al. “Studies on the Diterpenes of Taxus Mairei” Acta Chemica Sinica, vol. 46, No. 10 (1988) pp. 1053-1054.
Deutsch et al. “Synthesis of Congeners and Prodrugs, 3. Water-Soluble Prodrugs of Taxol with Potent Antitumour Activity” Journal of Medicinal Chemistry, vol. 32, No. 4 (1989) pp. 788-792.
Klein et al. “Synthesis of 9-Dihydrotaxol: A Novel Bioactive Taxane” Tetrahedron Letters, vol. 34, No. 13

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