On the Structures of the Methylation Products of Sepedonin Derivatives with Diazomethane

Abstract

Methylation of anhydrosepedonin and deoxysepedonin with diazomethane afforded three different kinds of dimethyl ethers. The structures of these ethers were examined by their reaction with liquid ammonia, and long-range coupling between methoxyl protons and the adjacent ring proton by nmr spectra from which the structures of 3, 4-dimethoxy, 2, 6-dimethoxy, and 2, 4-dimethoxy derivatives were clarified. The mass spectra of these dimethyl ethers showed the difference in the position of these methoxyls

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