N-Oxide of the O-.beta.-D glucuronides of anticholinergic compou

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

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536 181, 536 182, 536 177, 546268, C07H 1518

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active

044763000

ABSTRACT:
The subject invention concerns a novel process for preparing novel N-oxide compounds of O-.beta.-D-glucuronides of an anticholinergic compound containing a tertiary nitrogen. Examples of suitable glucuronide starting materials are O-.beta.-D-glucuronides of tropicamide, scopolamine, atropine, hyoscyamine, and the like. The novel process gives high yields of the desired N-oxides which are useful as UV filters.

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Salam and Isbell, Reactions of Methyl Aldohexopyranosides with Alkaline Hydrogen Peroxide, Carbohydro. Res. 101, 255 (1982).
Weaver et al., Formation of Organic Peroxides from Methyl .beta.-D-Glucopyranoside in Alkaline Hydrogen Peroxide Solutions, Carbohydr. Res. 48, C5 (1976).
Yamane, et al., Biochemical Studies on Glucuronides, Yakugaku Zasshi 87(3), 227 (1967) (Japan), Chem. Abstracts, vol. 67, p. 1123 (1967)-Abstract No. 11688q.

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