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Spaltung von DL ‐3,4‐Dioxyphenylalanin in die optischen Antipoden
Author(s) -
Vogler K.,
Baumgartner H.
Publication year - 1952
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19520350544
Subject(s) - chemistry , optically active , alanine , crystallization , yield (engineering) , stereochemistry , resolution (logic) , crystallography , organic chemistry , amino acid , biochemistry , materials science , artificial intelligence , computer science , metallurgy
By a new procedure the resolution of DL ‐3.4‐dihydroxyphenyl‐alanine into its optical antipodes is effected in good yield by means of fractional crystallization of the cinchonine salts of DL ‐β‐(3‐hydroxy‐4‐methoxyphenyl)‐α‐benzoylaminopropionic acid. The well crystallized methylester‐hydrochlorides of D ‐ and L ‐3.4‐dihydroxyphenyl‐alanine are described. Partially racemized 3.4‐dihydroxyphenylalanine can be separated into its optically active and inactive form by simple crvstallization from water. The optically active form crystallizes first. It follows that the preparation of optically pure L ‐ and D ‐3.4‐dihydroxyphenylalanine can be carried out without difficulty.