Process for 6-O-alkylation of erythromycin derivatives

Details Process for 6-O-alkylation of erythromycin derivatives Process for 6-O-alkylation of erythromycin derivatives

1995-11-21

1999-02-16

Peselev, Elli

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

Organic compounds

Carbohydrates or derivatives

536 72, 536 73, 536 74, 536 185, C07H 100

Patent

active

058722297

ABSTRACT:
A procedure for preparing 6-O-alkyl erythromycin compounds having the formula: ##STR1## wherein R.sup.1 is a loweralkyl group, R.sup.2 and R.sup.3 are independently hydrogen or a hydroxy-protecting group, except that R.sup.2 and R.sup.3 may not both be hydrogen simultaneously; Y is oxygen or a specifically substituted oxime; and Z is hydrogen, hydroxy or protected-hydroxy; by reaction of the compound wherein R.sup.1 is hydrogen with an alkylating reagent, in the presence of a strong alkali metal base and also in the presence of a weak organic amine base, in a suitable stirred or agitated polar aprotic solvent, or a mixture of such polar aprotic solvents maintained at a reaction temperature and for a period of time sufficient to effect alkyation.

REFERENCES:
patent: 4672109 (1987-06-01), Watanabe et al.
patent: 4990602 (1991-02-01), Morimoto et al.

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