Studies on anticoccidial agents. VII. An improved synthesis of .ALPHA.4-norpyridoxol.

Abstract

The Diels-Alder reaction of 5-ethoxy-4-methyloxazole with unsymmetrical dienophiles was investigated and steric interaction during the course of the Diels-Alder reaction of an unsymmetrical dienophile with oxazole affected the structural isomeric distribution of the resulting products. On the basis of the above result, .alpha.4-norpyridoxol was synthesized by the Dields-Alder reaction of 5-ethoxy-4-methyloxazole with allyl alcohol or its derivatives. With the latter, acid hydrolysis of the adduct was necessary to obtain the title compound.