.beta.-lactams as taxol intermediates N-acylated

Organic compounds -- part of the class 532-570 series – Organic compounds – Unsubstituted hydrocarbyl chain between the ring and the -c-...

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540360, 540363, 540364, 549510, 560155, 560170, 560169, C07D205085, C07D20508, C07D30514

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active

055391036

ABSTRACT:
.beta.-lactam compounds which are reacted with a metal alkoxide for preparing N-acyl, N-sulfonyl and phosphoryl substituted isoserine esters.

REFERENCES:
patent: 4680391 (1987-07-01), Firestone et al.
patent: 4814470 (1989-03-01), Colin et al.
patent: 4857653 (1989-08-01), Colin et al.
patent: 4924011 (1990-05-01), Denis et al.
patent: 4924012 (1990-05-01), Denis 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: 5136060 (1992-08-01), Holton
patent: 5175315 (1992-12-01), Holton
Zakhs et al., "Oxo Derivatives of 1,3-Oxazinones" Chemistry of Heterocyclic Compounds, vol. 11 (1987) pp. 1147-1166.
Bose et al., "Studies on Lactams-V. 3-Azido-2-Azetidinones" Tetrahedron Letters, vol. 23, pp. 4769-4776. (1967).
A. K. Mukerjee et al. "Synthesis of .beta.-Lactams" Synthesis, No. 6, pp. 327-346 (1973).
A. K. Bose et al. "Studies on the Mechanism of .beta.-lactam Formation" Tetrahedron Letters, No. 40, pp. 4091-4094 (1972).
A. K. Bose et al. "Studies on Lactams. Part XVI. Sterochemistry of .beta.-lactam Formation" Tetrahedron Letters, No. 34, pp. 3167-3170 (1971).
T. W. Doyle et al. "Nuclear Analogs of .beta.-lactam Antibiotics. I. Synthesis of O-2-isocephams" Canadian Jour. of Chemistry, vol. 55, pp. 468-483 (1977).
A. K. Bose et al. "Studies on .beta.-lactams. XXXVI. Monocyclic Cis .beta.-lactams via Penams and Cephams" Journal of Organic Chemistry, vol. 39, No. 19, pp. 2877-2884 (1974).
J. N. Wells et al. "The Synthesis of 2-Azetidinones" Journal of Organic Chemistry, vol. 34, No. 5, pp. 1477-1479 (1969).
T. W. G. Solomons, Organic Chemistry, 3rd Ed., John Wiley & Sons, pp. 992-997 (1984).
Hawley's Condensed Chemical Dictionary, 12th Ed., Van Nostrand Reinhold Co., pp. 21-22 (1993).
Hawley's Chemical Dictionary, 12th Edition, Van Nostrand Reinhold Company, New York, pp. 851-852 (1993).
Wani et al. "Plant Antitumor Agents. VI. The Isolation and Structure of Taxol, a Novel Antileukemic and Antitumor Agent from Taxus brevifolia" Journal of American Chemical Society, vol. 93, No. 9 (May. 5, 1971) pp. 2325-2327.
Holton "Synthesis of the Taxane Ring Systems", Journal of American Chemical Society, vol. 106 (1984) pp. 5731-5732.
Denis et al., "A Highly Efficient, Practical Approach to Natural Taxol" Journal of American Chemical Society, vol. 110 (1988) pp. 5917-5919.
Holton et al., "A Synthesis of Taxusin" Journal of American Chemical Society, vol. 110 (1988) pp. 6558-6560.
Mukerjee et al, ".beta.-lactams: Retrospect and Prospect" Tetrahedron Letters, vol. 34, No. 52, (1978) pp. 1731-1767.
Samaranayake et al. "Modified Taxols. 5.1 Reaction of Taxol with Electrophilic Reagents and Preparation of a Rearranged Taxol Derivative with Tubulin Assembly Activity", Journal of Organic Chemistry, vol. 56 (1991) pp. 5114-5119.
Kaiser et al., "Synthesis of Esters of Acid-Unstable Alcohols by Means of n-butyllithium", Journal of Organic Chemistry, vol. 35 (1970) p. 1198.
Ojima et al., "New and Efficient Approaches to the Semisynthesis of Taxol and its C-13 Side Chain Analogs by Means of .beta.-Lactam Synthon Method" Tetrahedron Letters, vol. 48, No. 34, (1992) pp. 6985-7012.
Witherup et al., "High Performance Liquid Chromatography Separation of Taxol and Related Compounds From Taxus brevifolia" Journal of Liquid Chromatography, vol. 12, No. 11 (1989) pp. 2117-2132.
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.
Schultz et al. "Synthesis of New N-radicals of Tetrazan-1-yl" Chemical Abstracts, vol. 108, No. 37298C (1988) p. 581.
Hack's Chemical Dictionary, 4th Edition, Mc Graw Hill Book Company, New York, p. 62 (1990).
Hart et al., "The Ester Enolate-Imine Condensation Route to .beta. lactams" Chemical Review, vol. 89 (1989) pp. 1447-1465.

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