ADDUCT OF OMEGA-GUANIDINO-FATTY ACID AMIDE AND GLYOXYLIC ACID, AND ITS PREPARATION

摘要

NEW MATERIAL:The compound of formula I (n is 6-8; R<1> is H, lower alkyl or benzyl), and its salt. EXAMPLE:(+ or -)-N-(7-Guanidinoheptanoyl)-alpha-hydroxyglycine. USE:A synthetic intermediate of carcinostatic agent. PREPARATION:The objective compound of e.g. formula IV can be prepared by the dehydrative condensation of the omega-guanidinofatty acid amide of formula IIwith glycoxylic acid of formula III. The compound of formula IV can be converted to the chemically stable compound of formula V by the O-alkylation of the 2-hydroxyl group. When a spergualin-relating compound is synthesized via the compound of formula V, it is not necessary to protect and deprotect the highly reactive aldehyde group of the glyoxylic acid, and the group can be converted rapidly to a functional group having high chemical stability and poor reactivity. An optically active compound which has been difficult to resolve optically, can be synthesized relatively easily by this method.