STEREOSELECTIVE PRODUCTION OF GLYCOSYL COMPOUND

摘要

PROBLEM TO BE SOLVED: To stereoselectively produce a glycosyl compound by reacting a 1- fluoro-2-iodoglycosyl compound with alcohols in the presence of a Lewis acid and using a reaction proceeding in a easy, flexible and mild conditions. ;SOLUTION: A 1-fluoro-2-iodoglycosyl compound of formula I [R¹ is H or OR⁵ (R⁵ is a protecting group of a hydroxide group or a protected glucose derivative); R² is H, a protected amino group or OR⁵; R³ is H, methyl, CH₂OR⁶ (R⁶ is the protecting group of the hydroxide or the protected glucose derivative) or a protected carboxyl group; (n) is 0 or 1] is reacted with an alcohol of the formula, R⁷OH [R⁷ is a 1-18C (substituted)alkyl, a 3-8C (substituted)cycloalkyl, a (substituted)aryl or a protected glucose derivative] in the presence of a Lewis acid to stereoselectively produce the objective glycosyl compound of formula II. The glycosyl compound is useful for a synthesis, etc., of a component natural crude medicine, antibiotics and a medical composition relating to a sugar chain, etc.;COPYRIGHT: (C)1997,JPO