Two optically active N-acetyldopamine dimers together with four phenolic monomers were isolated from the crude drug "Zentai," a cast-off shell of the cicada of Cryptotympana sp. (Cicadidae). The former two were 2-(3',4'-dihydroxyphenyl)-1,4-benzodioxane derivatives carrying substituents at the 3 and 6 (or 7) positions, which are known to be components of sclerotized insect cuticles. Their structures including absolute configurations were determined on the basis of NMR and circular dichroism (CD) spectroscopic data.
2,3,4,6-Tetra-O-benzyl-d-mannopyranose was prepared from methyl α-d-mannopyranoside. Improved preparations of 2,3,4,6-tetra-O-benzyl-α-d-glucopyranose and -galactopyranose are described.
Die Titelverbindung (IV) wird durch Benzylierungvon Methyl‐oz‐D‐mannopyranosid (I) mit einem Überschuß an Benzylchlorid (II) in Gegenwart von NaH und anschließende Hydrolyse des Pyranosid‐Derivats (III) synthetisiert und als p‐Nitrobenzoat charakterisiert.
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