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US 4,070,382 AGranted
Intermediates for polycyclic quinoid antibiotics
AssigneeResearch Corporation
InventorsAndrew S. Kende, John E. Mills, Yuh-Geng Tsay
Life of this patent
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Abstract
There is provided a novel method of synthesizing certain tetracyclic quinones. In particular, there is provided a novel route to the synthesis of (.+-.)-7-deoxydaunomycinone and analogs thereof, which includes the provision of novel tri- and tetracyclic quinone intermediates. The -7-deoxydaunomycinone derived from naturally occurring daunomycin is a known compound, which is itself an intermediate in the preparation of the clinically accepted anti-tumor antibiotics daunomycine and its derivative adriamycin.
Claims27
A mixture of the 1- and 4-regioisomers of the formula:
- ##STR2## wherein R.sub.1 is lower alkyl of 1-5 carbon atoms;
- phenyl- or substituted phenyl-lower alkyl wherein the substituent groups are lower alkyl, lower alkoxy, each containing 1-5 carbon atoms, or halo;
- and lower alkyl contains 1-5 carbon atoms or hydrogen.
A compound having the formula:
- ##STR4## wherein R.sub.1 is lower alkyl of 1-5 carbon atoms;
- phenyl- or substituted phenyl-lower alkyl wherein the substituent groups are lower alkyl, lower alkoxy, each containing 1-5 carbon atoms, or halo;
- and lower alkyl contains 1-5 carbon atoms or hydrogen.
Dependencies are inferred from the claim text.