Process for preparation of 4"-deoxyerythromycins A and B

Details Process for preparation of 4"-deoxyerythromycins A and B Process for preparation of 4"-deoxyerythromycins A and B

1997-01-17

1998-06-02

Peselev, Elli

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

Organic compounds

Carbohydrates or derivatives

536 185, C07H 100

Patent

active

057601984

ABSTRACT:
A process for the preparation of 4"-deoxyerythromycins, having the formula: ##STR1## wherein R is H or OH, and R.sup.1 is H or loweralkyl by treatment of the 2'-O-acetyl-4"-imidazolylthionocarbonyl-erythromycin starting material with the radical initiator 4,4'-azobis-(4-cyanovaleric acid), H.sub.3 PO.sub.2 and an organic base in a water-miscible solvent and optionally eliminating the 2'-O-acetyl group. In a preferred embodiment, the water-miscible solvent is an alcohol and the deoxygenation and deacetylation is carried out in one step.

REFERENCES:
Sato, T., et al., "Practical Radical Deoxygenation Of Erythromycins By Barton Reaction", Heterocycles, vol. 42, No. 2, 1996, pp. 499-502.

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