Identification of 6-O-acetyl-d-glucopyranose in Bacillus megaterium cultures. Synthesis of 6-O-acetyl-d-glucopyranose and 6-O-acetyl-d-galactopyranose

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Abstract
The ester isolated from cultures of B.megaterium (NCIB 8508) has been characterized as 6-O-acetyl-D-glucopyranose because of the following properties: it has reducing properties and forms a phenyl-hydrazone, it has 1 mol. prop. of -CHO (determinations were carried out on either side of pH 7.0 by different methods), it forms a phenyl-osazone, and it does not form a trityl ether. The hydrolysis of 6-O-acetyl-D-glucopyranose is described under various conditions of pH and temperature. 6-O-Acetyl-D-glucopyranose and the corresponding galactose ester were synthesized by methods designed to illustrate their structure, i.e. via the known di-O-isopropylidene ethers of the parent sugars. The unstable syrupy 3-O-acetyl-D-glucose is similarly prepared.