YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Studies on Nocardamin and its Related Compounds. II
Synthesis of 2-(2-Aminoethyl) azetidine
Hyozo TaniyamaBompei Yasui
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1961 Volume 81 Issue 10 Pages 1497-1500

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Abstract
Stoll and others proposed a structural formula for nocardamin but there are no reports on its synthesis. In order to confirm this structure by synthesis, 1-p-tosyl-2-azetidineëthanol was prepared earlier but attempted cleavage of its tosyl group did not materialize. Therefore, this synthetic route was changed to the Gabriel reaction of 1-p-tosyl-2-(2-bromoethyl) azetidine to form 1-p-tosyl-2-(2-p-toluenesulfonamidoethyl)-azetidine whose tosyl group was successfully cleaved by treatment with metallic sodium in liquid ammonia. This method was utilized for synthesis of 2-(2-aminoethyl) azetidine.
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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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