N-SUBSTITUTED AZEPAN DERIVATIVE AND SALT THEREOF

摘要

PROBLEM TO BE SOLVED: To obtain a new compound having significant glycosidase-inhibiting activities, capable of manifesting high possibilities corresponding to having properties such as immunoregulation activities, metastasis-controlling activities of malignant tumor cells, capable of reducing the absorbing rate of a glucose or the like, and useful for a therapeutic agent of diabetic. SOLUTION: This new compound is the one of the formula [R is a (substituted) alkyl or a monosaccharide residue], e.g. (3R,4R,5R,6S)-hexahydro-1- N-(2-hydroxyethyl)-3,4,5,6-tetrahydroxy-1H-azepine. The compound of the formula is obtained by aryl-sulfonylating a primary hydroxy group at 6-position of pyranose, optionally introducing protective groups to the free hydroxy groups remaining in the pyranose, reacting the produced compound with sodium azide, dissolving the compound obtained by reducing the resultant product in a polar solvent, adding 1-10 molar times of an alkyl halide and optionally a base to the obtained solution, and reacting the resultant mixture usually at 10-100 deg.C for 1-24 hr.