Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Chemistry of Amino Acids. III. Reduction of Phenylalanine Ethyl Ester and Its Derivatives with Sodium Borohydride.
Hideo SekiKenji KogaShunichi Yamada
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1967 Volume 15 Issue 12 Pages 1948-1954

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Abstract
Eleven kinds of ethyl 2-substituted-3-phenylpropionates (Ia∼k) were reduced with sodium borohydride under a similar reaction condition and the effects of the α-substituents on the reduction were examined. Some esters (Ia∼c, e, f, j, k) were hydrolyzed with alkali. The obtained data of hydrolysis rate constants were roughly parallel to those of ester reductions. These results may be explained by considering both inductive and steric effects of the α-substituents.
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© The Pharmaceutical Society of Japan
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