Amides of amphoteric polyene macrolide antibiotics

Details Amides of amphoteric polyene macrolide antibiotics Amides of amphoteric polyene macrolide antibiotics

1981-06-23

1988-11-08

Griffin, Ronald W.

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

Organic compounds

Carbohydrates or derivatives

536 65, 514 31, C07H 1708

Patent

active

047835273

ABSTRACT:
The invention relates to amides of polyene macrolide antibiotics and their derivatives characterized by the general formula I, ##STR1## where R is the polyene macrolide, R.sub.1 is an alkyl or isoalkyl chain of from one to eighteen carbons, unsubstituted or substituted with a primary or secondary amine; where R.sub.2 is an hydrogen or R.sub.1 or R.sub.1 and R.sub.2 are joined through the nitrogen to form a heterocyclic ring.
The method of preparation of these substances according to our invention depends upon the reaction of the polyene macrolide or its derivative in which the carboxylic group is activated; in the environment of an organic solvent or mixture of solvents and in the presence of a substance neutralizing the acid; with a compound containing an amino group; leaving upon completion of the reaction; and precipitation of the product from the reaction mixture, by addition of ethyl ether or a mixture of ethyl ether with hydrocarbons; isolation and purification of the product by means of known methods.

REFERENCES:
patent: 4035568 (1977-07-01), Schaffner et al.
patent: 4041232 (1977-08-01), Sipos et al.
Noller, "Chemistry of Organic Compounds", W. B. Saunders Co., Phila., Pa., 1965, pp. 186 and 529.

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