Process for preparing 4-demethoxydaunomycinone

Details Process for preparing 4-demethoxydaunomycinone Process for preparing 4-demethoxydaunomycinone

1989-04-06

1992-04-07

Ivy, C. Warren

Organic compounds -- part of the class 532-570 series

Organic compounds

Tetracyclo naphthacene configured ring system having at...

552201, C07C10326

Patent

active

051030292

ABSTRACT:
4-Demethoxy-daunomycinone I: ##STR1## the known aglycone of 4-demethoxy-daunorubicin, is prepared by protecting the 13-keto group of 4-demethyldaunomycinone, sulfonylating the 4-hydroxy group, reacting the sulfonylated compound, in an appropriate reducing environment, with a catalytic amount of a transition metal complex, preferably palladium or nickel with 1,3 diphenylphosphinopropane or 1,1'-bis (diphenylphosphino) ferrocene, and eliminating the 13-dioxolanyl group by treatment with trifluoroacetic acid.

REFERENCES:
patent: 4012784 (1977-03-01), Marco et al.
patent: 4020270 (1977-04-01), Arcamone et al.
patent: 4046878 (1977-09-01), Patelli et al.
patent: 4097988 (1978-07-01), Hauschild
patent: 4132721 (1979-01-01), Bernardi et al.
patent: 4348388 (1982-09-01), Garland et al.
patent: 4495103 (1985-01-01), Terashima et al.
Tetrahedron Letters, vol. 27, No. 45, 1986, pp. 5541-5544, Pergamon Journals Ltd, GB; S. Cacchi et al.: "Palladium-Catalyzed Triethylammonium Formate Reduction of Aryl Triflates. A Selective Method for the Deoxygenation of Phenols".
Canadian Journal of Chemistry, vol. 49, No. 15, Aug. 1, 71, pp. 2712-2718, The National Research Council of Canada; C. M. Wong et al.: "Synthetic Studies of Hydronaphthacenic Antibiotics. I. The Synthesis of 4-Demethoxy-7-O-Methyl Daunomycinone".
Barnett, Anthracene and Anthraquinone, 1921, pp. 261, 266.

Affiliated with

Also associated with

Rating

Process for preparing 4-demethoxydaunomycinone does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for preparing 4-demethoxydaunomycinone, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for preparing 4-demethoxydaunomycinone will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1896610