Organic compounds -- part of the class 532-570 series – Organic compounds – Chalcogen in the nitrogen containing substituent
Patent
1994-11-07
1996-07-02
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
055323634
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: 4549014 (1985-10-01), Georgiev et al.
patent: 4552585 (1985-11-01), Chang
patent: 4631340 (1986-12-01), Georgiev 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.
patent: 5384399 (1995-01-01), Holton
Chem Abstracts 106, 1987, 138279m.
Chem Abstracts 97, 1982, 198543y.
Journal of Medicinal Chemistry, vol. 17 (1970) p. 390.
T. W. Green "Protective Groups in Organic Synthesis", John Wiley and Sons, 1981, pp. 13-14.
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.
Holton, "Synthesis of the Texane Ring System", J. Am. Chem. Soc., vol. 106 (1984) pp. 5731-5732.
Denis et al., "A Highly Efficient, Practical Approach to Natural Taxol", J. Am. Chem. Soc., vol. 110 (1988) pp. 5917-5919.
Holton et al. "A Synthesis of Taxusin", J. AM. Chem. Soc. vol. 110 (1988) pp. 6558-6560.
Katritzky, "Handbook of Heterocyclic Chemistry", Pergamon Press, p. 173. (1985).
March, Advanced Organic Chemistry, 3rd Ed., p. 351, Reaction Alcoholysis of Esters. (1985).
W. Steglich et al., "1,3-ozazin-6-ones: Versatile Intermediates in Heterocyclic Synthesis", Gazz. Chim. Ital., vol. 116, No. 7 (1996) pp. 361-372.
V. E. Zakhs et al., "Oxo Derivatives of 1.3-Oxazines", Chem. of Heterocyclic Compounds, vol. 11 (1987) pp. 1147-1166.
Florida State University
Tsang Cecilia
LandOfFree
Heteroaryl substituted oxazinone compounds for the preparation o does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Heteroaryl substituted oxazinone compounds for the preparation o, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Heteroaryl substituted oxazinone compounds for the preparation o will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1507408