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The Synthesis of Dl‐Threo‐α‐Hydroxy‐β‐Aminobutyric Acid
Author(s) -
Liwschitz Y.,
Singerman A.,
Luwish M.
Publication year - 1963
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.196300056
Subject(s) - chemistry , hydrogenolysis , benzylamine , yield (engineering) , catalysis , quinoline , catalytic hydrogenation , palladium , aminobutyric acid , derivative (finance) , organic chemistry , medicinal chemistry , biochemistry , materials science , receptor , economics , financial economics , metallurgy
DL‐threo‐α‐Hydroxy‐β‐aminobutyric acid was synthesized stereospecifically by reaction of cis‐αβ‐epoxybutyric acid with benzylamine and catalytic hydrogenolysis of the N‐benzyl derivative. cis‐Crotonic acid was obtained in quantitative yield by reduction of tetrolic acid with a palladium on barium sulphate catalyst poisoned with quinoline.