Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1995-06-07
1997-10-14
Trinh, Ba K.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
549511, C07D30514
Patent
active
056774702
ABSTRACT:
Disclosed are 13.alpha.-(3-substituted-2-hydroxypropionyloxy)baccatin compounds represented by the formula: ##STR1## wherein R.sup.1 represents a lower alkanoyl group or a protective group for hydroxy group; R.sup.2 represents a protective group for hydroxy group; R.sup.3 represents a lower alkanoyl group; R.sup.4 represents a substituted or unsubstituted benzoyl group; X represents a substituted or unsubstituted aryl group, a substituted or unsubstituted lower alkenyl group, or a substituted or unsubstituted lower alkynyl group; and A' represents a halogen atom, azido group or amino group,
and processes for preparing the same.
REFERENCES:
patent: 4814470 (1989-03-01), Colin
patent: 4857653 (1989-08-01), Colin et al.
patent: 4924012 (1990-05-01), Colin et al.
patent: 4960790 (1990-10-01), Stella et al.
patent: 5059699 (1991-10-01), Kingston et al.
patent: 5272171 (1993-12-01), Ueda et al.
patent: 5283253 (1994-02-01), Holton et al.
patent: 5284865 (1994-02-01), Holton et al.
patent: 5352806 (1994-10-01), Gunawardana et al.
patent: 5470866 (1995-11-01), Kingston et al.
Derwent Abstract of EP 558959, published Sep. 1993.
Derwent Abstract of EP 253739, published Jan. 1988.
Derwent Abstract of EP 253,738, published Jan, 1988.
Derwent Abstract of JP 60.013775, published Jan. 1985.
Derwent Abstract of JP 60.013776, published Jan. 1985.
Derwent Abstract of EP 362,556, published Nov. 1994.
Derwent Abstract of EP 558,623, published Sep. 1993.
Derwent Abstract of EP 336,841, published May 1993.
"Dictionary of Organic Compounds", Executive Director J. Buckingham, 5th edition, p. 506, 1982.
M. Suffness, "Chapter 32. Taxol: From Discovery to Therapeutic Use," Annual Reports in Medicinal Chemistry, vol. 28, pp. 305-314 (1993).
J.N. Denis et al., "A Highly Efficient, Practical Approach to Natural Taxol," J. Am. Chem. Soc., vol. 110, pp. 5917-5919 (1988).
A. Commercon et al., "Improved Protection and Esterification of a Precursor of the Taxotere .RTM.and Taxol Side Chains," Tetrahedron Letters, vol. 33, No. 36, pp. 5185-5188 (1992).
T. C. Boge et al., "The Effect of the Aromatic Rings of Taxol on Biological Activity and Solution Conformation: Synthesis and Evaluation of Saturated Taxol and Taxotere Analoques," J. Med. Chem., vol. 37, pp. 3337-3343 (1994).
A. Mori et al., "Asymmetric Simmons-Smith Reactions Using Homochiral Protecting Groups," Tetrahedron, vol. 42, No. 23, pp. 6447-6458 (1986).
L. Li et al., "Synthesis and Biological Evaluation of C-3'-Modified Analogs of 9 (R) -Dihydrotaxol," J. Med. Chem., vol. 37, pp. 2655-2663 (1984).
I. Ojima et al., "Synthesis and Structure-Activity Relationships of New Antitumor Taxoids, Effects of Cyclohexyl Substitution at the C-3'and/or C-2 of Taxotere (Docetaxel), " J. Med. Chem., vol. 37, pp. 2602-2608 (1994).
J.N. Denis et al., "An Efficient, Enantioselective Synthesis of the Taxol Side Chain," J. Org. Chem., vol. 51, pp. 46-50 (1986).
K.C. Nicolaou et al., "Design, Synthesis and Biological Activity of Protaxois," Nature, vol. 364, pp. 464-466, (Jul. 29, 1993).
L. Mangatal et al., "Application of the Vicinal Oxyamination Reaction With Asymmetric Induction to the Hemisynthesis of Taxol and Analogues," Tetrahedron, vol. 45, No. 13, pp. 4177-4190 (1989).
J.N. Denis et al., "An Improved Synthesis of the Taxol Side Chain and of RP 56976," J. Org. Chem., vol. 55, pp. 1957-1959 (1990).
I. Oshima et al., "Synthesis and Biological Activity of 3'-alkyl-and 3'-alkenyl-3'-dephenyldocetaxels," Bioorganic & Medicinal Chemistry Letters, vol. 4, No. 21, pp.-2631-2634 (1994).
D. Gou et al., "A Practical Chemoenzymatic Synthesis of the Taxol C-13 Side Chain N-Benzoyl-(2R,3S)-3-phenylisoserine," J. Org. Chem., vol. 58, pp. 1287-1289 (1993).
Fran.cedilla.oise Gueritte-Volegelein et al., "Relationships Between the Structure of Taxol Analoques and Their Antimitotic" J. Med. Chem. 34, pp. 992-998 (1991).
Chemical Abstracts, vol. 110, No. 19, May 8, 1989, abstract No. 173488h.
Harada Naoyuki
Hashiyama Tomiki
Nakanishi Noriyuki
Ohashi Motoaki
Ozaki Kunihiko
Tanabe Seiyaku Co. Ltd.
Trinh Ba K.
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