Process for the production of alpha-6-deoxytetracyclines and hyd

Details Process for the production of alpha-6-deoxytetracyclines and hyd Process for the production of alpha-6-deoxytetracyclines and hyd

1990-02-09

1991-02-05

Mars, Howard T.

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

Organic compounds

Heavy metal containing

556 13, 552207, 552203, C07F 1500, C07F 900

Patent

active

049906364

ABSTRACT:
A coordination compound useful as a hydrogenation catalyst, having the formula: ##STR1## wherein Ph is phenyl; R is hydrogen or C.sub.1 -C.sub.4 alkyl; and X is chloro, bromo or iodo. This compound is particularly useful as a homogeneous hydrogenation catalyst in the production of alpha-6-deoxytetracyclines, particularly the antibiotic doxycycline. The desired alpha-6-deoxy product is produced in high yields and stereospecificities, the process requiring the use of minimal quantities of rhodium metal in the hydrogenation catalyst per mole of the 6-methylenetetracycline hydrogenated.

REFERENCES:
Dulcetti, G.; Hoffman, N. W.; Collman, J. P., "Oxidative-Addition Reactions of 10 Nitrosyl Complexes", Inorganica Chimica Acta, vol. 6, No. 4, (1972), pp. 531-542.
K. K. Pandey and U. C. Agarwala, "Reaction of Nitrosyl Chloride Nitrosyl Bromide with Monochlorotris(Triphenylphosphine)Rhodium(I)," Indian J. Chem., vol. 19A, No. 8, (Aug. 1980), pp. 805-807.

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