Organic compounds -- part of the class 532-570 series – Organic compounds – Chalcogen in the nitrogen containing substituent
Patent
1992-06-15
1995-01-24
Tsang, Cecilia
Organic compounds -- part of the class 532-570 series
Organic compounds
Chalcogen in the nitrogen containing substituent
549510, 549511, 549512, 549513, 560 30, 560 45, 564183, C07D30500, C07D41312
Patent
active
053843991
ABSTRACT:
Process for the preparation of a taxol intermediate comprising contacting an alcohol with an oxazinone having the formula: ##STR1## wherein R.sub.1 is aryl, heteroaryl, alkyl, alkenyl, alkynyl or OR.sub.7 wherein R.sub.7 is alkyl, alkenyl, alkynyl, aryl or heteroaryl; R.sub.2 and R.sub.5 are independently selected from hydrogen, alkyl alkenyl, alkynyl, aryl, heteroaryl, and OR.sub.8 wherein R.sub.8 is alkyl, alkenyl, alkynyl, aryl, heteroaryl, or hydroxyl protecting group; and R.sub.3 and R.sub.6 are independently selected from hydrogen, alkyl, alkenyl, alkynyl, aryl and heteroaryl.
REFERENCES:
patent: 4521599 (1985-06-01), Skulnick et al.
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: 4924011 (1990-05-01), Denis et al.
patent: 4924012 (1990-05-01), Colin et al.
patent: 4960790 (1990-10-01), Stella et al.
W. Steglich et al., "1,3-oxazin-6-ones: Versatile Intermediates in Heterocyclic Syntheses", Gazz. Chim. Ital., vol. 116, No. 7, 1986, pp. 361-372.
V. E. Zakhs et al., "Oxo Derivatives of 1,3-Oxazines", Chem. of Heterocyclic Compounds, vol. 11, 1987, pp. 1147-1166.
Dennis et al., "A Highly Efficient, Practical Approach to Natural Taxol", J. Am. Chem. Soc. 1988, 110, 5917-5919.
Holton et al., "A Synthesis of Taxusin", J. Am. Chem. Soc., 1988, 110, pp. 6558-6560.
Holton, "Synthesis of the Taxane Ring System", J. Am. Chem. Soc., 1984, 106, pp. 5731-5732.
Katritzky, "Handbook of Heterocyclic Chemistry", Pergamon Press, p. 173.
March, Advanced Org. Chem. 3rd Ed., p. 351, Reaction 0-25, Alcoholysis of Esters.
Wani et al., "Plant Antitumor Agents, VI. The Isolation and Structure of Taxol, a Novel Antileukemic and Antitumor Agent from Taxus Brevifolia", J. Am. Chem. Soc. 93:9, May 5, 1971, pp. 2325-2327.
Florida State University
Tsang Cecilia
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