The structure of vacidin A, an aromatic heptaene macrolide antibiotic. II. Stereochemistry of the antibiotic.

Abstract
On the basis of coupling constants and rotating frame nuclear Overhauser effect spectroscopy of vacidin A methoxycarbonylmethylamide, the stereochemistry of the antibiotic was established. The configuration of the aglycone was determined as (3R,7R,9R,11S,13S,15R,17S,18R,19S,21R,36S,37R,38S). The aminosugar constituent of the antibiotic was identified as .beta.-(D)-mycosamine. The chiral center at C-41 remains to be assigned.