YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Studies on Chioramphenicol and Related Compounds. VII
Synthesis of 1, 1-Diaryl-2-amino-1, 3-propanediol and its Stereochemical Reactions. (1)
Minoru Suzuki
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JOURNAL FREE ACCESS

1960 Volume 80 Issue 2 Pages 251-255

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Abstract
The reaction of thionyl chloride with dl-erythro- and dl-threo-1-phenyl-1-p-tolyl-2-benzamido-1, 3-propanediol, the compound formed by substitution of hydrogen in 1-position of 1-phenyl-2-amino-1, 3-propanediol with p-tolyl group, results in formation of oxazoline accompanied with steric inversion. Hydrolysis followed by basification afforded N-benzoylated isomers with steric configuration different from that of the starting material. This has proved that mutual conversion between threo and erythro types is possible.
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