Following is a structural formula for Erythromycin A, a macrolactone (macrolide) antibiotic.
(a) How many hydroxyl groups are present? Classify each as primary (1°), secondary (2°), or tertiary (3°). (Chapter 1) (b) How many amine groups are present? Classify each as primary (1°), secondary (2°), or tertiary (3°). (Chapter 1) (c) Locate the ester group within the large 15-member ring. (d) Four of the hydroxyl groups within Erythromycin A are involved in intramolecular (internal) hydrogen bonds. One of these is pointed out on the structural formula. Note that this hydrogen bond creates a five-membered ring. Locate the other three intramolecular hydrogen bonds and specify the size of the ring created by each.
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