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

Autor: K. Balenović, D. Cerar, N. Bregant
Jazyk: angličtina
Rok vydání: 1956
Zdroj: Croatica Chemica Acta
Volume 28
Issue 4
ISSN: 1334-417X
0011-1643
Popis: 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.
Databáze: OpenAIRE