YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Studies on Lipoic Acid. II
Synthesis of Alkyl 8-Alkoxy- and 8-Acyloxy-6-oxoöctanoate. (1)
Shojiro YurugiMitsuo NumataTomiyoshi Fushimi
Author information
JOURNAL FREE ACCESS

1960 Volume 80 Issue 9 Pages 1170-1175

Details
Abstract
2-(3-Ethoxypropionyl) cyclopentanone (III) was prepared by application of 3-ethoxypropionyl chloride (II) to 1-morpholino-(I:R1, R2=-(CH2)2-O-(CH2)2-), 1-(1-pyrrolidinyl)-(I:R1, R2=-(CH2)4-), and 1-dibutylaminocyclopentene (I:R1, R2=C4H9-). 2-(3-Alkoxypropionyl) cyclopentanones (IX) were prepared by application of 3-methoxy-(VIII:R=CH3-), 3-propoxy-(VIII:R=C3H7-), and 3-butoxy-propionyl chloride (VIII:R=C4H9-) to 1-piperidinocyclopentene (I:R1=R2=-(CH2)5-). These β-diketones (III and IX) form copper chelates (IV and X) and convert into 8-alkoxy-6-oxoöctanoic acids (VI and XI). Several kinds of new methyl 8-acyloxy-6-oxoöctanoates (XIV) were prepared by addition of fatty acid to methyl 6-oxo-7-octenoate (XIII).
Content from these authors
© by the PHARMACEUTICAL SOCIETY OF JAPAN
Previous article Next article
feedback
Top