Abstract
Circular dichroism (CD) and optical rotatory dispersion of 1-deoxy-2-O-methyl-1-nitro-D-mannitol and four acetyl derivatives of 1-deoxy-1-nitro alcohols were measured. Their CD curves showed maxima (or shoulders) at about 310 mμ and 280 mμ. It was found that the rules relating the configuration at C-2 of 1-deoxy-1-nitro-alcohols to the signs of their CD maxima also applied to these compounds, i.e., compounds that have an acetoxyl group on the left side of C-2 in the conventional Fischer projection formula showed negative maxima, whereas those having the acetoxyl group on the right side of C-2 showed positive maxima. However, 2, 3, 4, 5, 6, 7-hexa-O-acetyl-1-deoxy-1-nitro-D-glycero-L-glucoheptitol, which has a C-2 acetoxyl group on the left side, showed a negative CD maximum at 314 mμ and a positive CD maximum at 284 mμ.
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Schedule a callMore From: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan
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