Title:
METHODS OF PREPARING SUBSTITUTED TETRACYCLINES WITH TRANSITION METAL-BASED CHEMISTRIES
Document Type and Number:
WIPO Patent Application WO2003079983
Kind Code:
A3
Abstract:
The present invention relates to novel chemistries which allow for heretofore unobtainable substituted tetracycline compounds which exhibit significant activity in tetracycline responsive states. 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.
Inventors:
NELSON MARK L
RENNIE GLEN
KOZA DARRELL J
RENNIE GLEN
KOZA DARRELL J
Application Number:
PCT/US2003/008323
Publication Date:
November 11, 2004
Filing Date:
March 18, 2003
Export Citation:
Assignee:
TUFTS COLLEGE (US)
International Classes:
C07C231/12; C07C237/26; C07D295/185; C07D295/192; (IPC1-7): A61K31/65
Foreign References:
| US6617318B1 | 2003-09-09 | |||
| US20030055025A1 | 2003-03-20 | |||
| US20030125348A1 | 2003-07-03 |
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