Method for the preparation of benzylphenyl osides useful in...

C - Chemistry – Metallurgy – 07 – H

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C07H 3/02 (2006.01) C07H 5/06 (2006.01) C07H 15/203 (2006.01)

Patent

CA 1226576

ABSTRACT OF THE DISCLOSURE The present invention relates to the prepara- tion of benzylphenyl oside products of the formula Image (I) in which: - X1, X2, X3, X4 and X5, which are identical or different, each represent a hydrogen atom, a halogen atom, a C1-C4 alkyl group, a C1-C4 alkyl group sub- stituted by one or more halogen atoms (in particular a CF3 group), an OH group, a C1-C4 alkoxy group, a C1-C4 alkoxy group substituted by one or more halogen atoms, a nitro group, a group NR'K" (in which R' and R", which are identical or different, each represent the hydrogen atom, a C1-C4 alkyl group or an acatyl group), a methylthio group, a methylsulfinyl group or a mesyl group, and - R represents an ose radical chosen from the group comprising a) the ?-L-rhamnosyl radical, b) non-hydrolyzable monosaccharide radicals and c) non-hydrolyzable monosaccharide radicals in which the hydroxyl group on the carbon atom in the 2-position is replaced with an amine group, the hydroxyl and amine groups of the group R being capable of acetylation and their addition salts in cases where at least one of the groups X1, X2, X3, X4, X5 and R comprises a basic radical. These new products are useful in therapy. They can be prepared by reducing the corresponding benzoyl- phenyl and ?-hydroxybenzylphenyl osides.

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