Process for the preparatin of .alpha.-6-deoxytetracyclines

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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260429R, C07C10319

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active

042072581

ABSTRACT:
A process is provided for preparing alpha-6-deoxytetracyclines depicted by the formula: ##STR1## wherein Y is H, F, Cl, Br or I; and R is H, OH or --O--CO--(C.sub.1-6 alkyl);
which comprises: contacting a 6-demethyl-6-deoxy-6-methylene tetracycline or salt thereof having the formula ##STR2## in which Y and R are as given above, with hydrogen at a temperature of between 15.degree. C. and 80.degree. C. in the presence of a catalyst soluble in a polar solvent, said catalyst being a complex of rhodium with electron donor ligands of a tertiary phosphine selected from the group consisting of triphenylphosphine, tributylphosphine, triethylphosphine, diethylphenylphosphine and diphenylethylphosphine and said polar solvent being a mono- or polyhydric alcohol with from 1 to 4 carbon atoms, N,N-dimethylformamide, N,N-dimethylacetamide, dioxan, tetrahydrofuran, methoxyethanol, ethoxyethanol, acetonitrile or pyridine.

REFERENCES:
Vol'Pin e. a., Russian Chem. Rev., Khimii, 1969, pp. 273-289.
Harmon e. a., Chem. Rev. 73 (1973), pp. 21-52.
Chatt e. a., J. Chem. Soc., 1964, pp. 508-513.
Osborn, J. Chem. Soc. (A), 1966, pp. 1711-1732.
Ugs, Aspects of Homogeneous Catalysts, vol. 1, 1970, pp.24-29.

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