Organic compounds -- part of the class 532-570 series – Organic compounds – Tetracyclo naphthacene configured ring system having at...
Reexamination Certificate
2006-06-27
2006-06-27
Badio, Barbara P. (Department: 1617)
Organic compounds -- part of the class 532-570 series
Organic compounds
Tetracyclo naphthacene configured ring system having at...
C552S207000
Reexamination Certificate
active
07067681
ABSTRACT:
The present invention relates to novel chemistries which allow for heretofore unobtainable substituted tetracycline compounds which exhibit significant antibacterial activity. The methods disclosed herein utilize reactive tetracycline-based precursor compounds, reactive organic substituent precursors and transition metal catalysts under conditions such that a tetracycline compound substituted with the desired organic substituent is formed. In one embodiment of the invention, a substituted tetracycline compound may be prepared by combining a reactive tetracycline-based precursor compound such as an arene tetracycline diazonium salt, and a reactive organic substituent precursor, e.g., alkenes, substituted alkenes, vinyl monomers, aromatics and heteroaromatics, in the presence of a transition metal catalyst, such as palladium chloride, under conditions such that a tetracycline compound substituted with the organic substituent is formed. Such compounds may optionally act as intermediates for making other compounds, e.g., hydrogenation of unsaturated groups on the substituent.
REFERENCES:
patent: 2980584 (1961-04-01), Hammer
patent: 2990331 (1961-06-01), Neumann et al.
patent: 3062717 (1962-11-01), Hammer
patent: 3165531 (1965-01-01), Blackwood et al.
patent: 3454697 (1969-07-01), Joyner et al.
patent: 3557280 (1971-01-01), Weber et al.
patent: 3609188 (1971-09-01), Esse et al.
patent: 3674859 (1972-07-01), Beutel et al.
patent: 3957980 (1976-05-01), Noseworthy
patent: 4018889 (1977-04-01), Armstrong
patent: 4024272 (1977-05-01), Rogalski et al.
patent: 4126680 (1978-11-01), Armstrong
Kalanin “Carbon-carbon bond formation in heterocycles using Ni-and Pd-catalyzed reactions.”J Synthetic Org. Chem.,1892, p. 413.
Negeishi. “Palladium- Or nickel-catalyzed cross coupling A New selective method for carbon-carbon bond formation.”Acct. Chem. Res.1982 15:340.
Sawamuru, “Catalytic asymmetric synthesis by means of secondary interaction between chiral ligands and substrates,”Chem. Rev.1992. 92.857.
Koza Darrell J.
Nelson Mark L.
Rennie Glen
Badio Barbara P.
Hanley, Esq. Elizabeth A.
Lahive & Cockfield LLP
Soroos, Esq. Cymthia M.
Trustees of Tufts College
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