Original scientific paper

Synthesis of Aminohydroxy Acids from α-Amino Acids. Amino Acids XXXVII

K. Balenović ; Chemical Institute, Faculty of .science, University of Zagreb, Strossmayerov trg 14, Zagreb, Croatia, Yugoslavia and Institute »Ruder Boskovic«, Department of Biochemistry
D. Cerar ; Chemical Institute, Faculty of .science, University of Zagreb, Strossmayerov trg 14, Zagreb, Croatia, Yugoslavia and Institute »Ruder Boskovic«, Department of Biochemistry
N. Bregant

Abstract

A synthesis is described of the optically active a-hydroxy-B- amino acids VII, and of B-hydroxy-y-amino acids VIII from optically active a-amino acids. a-Hydroxy - B-amino acids were prepared from B-phthalimido-a
oxo acids IV. The preparation of these oxo acids started from phthalimido diazoketones obtained from a-amino acids which were converted to bromoketones, and then converted using Krohnke's synthesis through the pyridinium salts V into substituted nitriles VI. Hydrolysis of these nitriles afforded optically active B-phthalimido-a-oxo acids IV, which were converted through catalytic hydrogenation into B-phthalimido-a-hydroxy acids, and thesefurther, by hydrolysis with hydriodic and acetic acids, into a-hydroxy-B-amino acids VII.

Keywords

Hrčak ID:

246832

URI

https://hrcak.srce.hr/246832

Publication date:

6.2.1957.

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