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■ Crystal Structures of Two Trimers of 1,4-Benzothiazine

Ettore Novellino,* Luciano Mayol, Francesco Chioccara, Alfonso Bavoso, Antonello Santini, and Carlo Pedone

*Facolta’ di Farmacia, Universita, Via D. Montesano, 49-80131, Italy

Abstract

Crystal and molecular structures of two diastereoisomeric trimers of 1,4-benzothiazine, the parent system of the key intermediate in biosynthesis of phaeomelanins, were unambiguously determined by nOe’s experiments and X-ray analysis.The relative configuration of the asymmetric centers has been determined. The two compounds show inverted configurations at the chiral atom C(4) leading to different overall shapes of the molecules.