Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Anticoccidial Agents. VII. An Improved Synthesis of α4-Norpyridoxol
YASUHIRO MORISAWAMITSURU KATAOKATAIICHIRO WATANABE
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1976 Volume 24 Issue 5 Pages 1089-1093

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Abstract
The Diels-Alder reaction of 5-ethoxy-4-methyloxazole with unsymmetrical dienophiles was investigated and it was found that 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, α4-norpyridoxol has been 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.
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© The Pharmaceutical Society of Japan
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