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Towards Diastereomeric Pure Salts with Antisolvent Methods
Author(s) -
Lőrincz László,
Zsemberi Máté,
Bánsághi György,
Sohajda Tamás,
Székely Edit
Publication year - 2018
Publication title -
chemical engineering and technology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.403
H-Index - 81
eISSN - 1521-4125
pISSN - 0930-7516
DOI - 10.1002/ceat.201700429
Subject(s) - diastereomer , recrystallization (geology) , supercritical fluid , chemistry , enantiomer , amine gas treating , enantiomeric excess , molecule , organic chemistry , resolution (logic) , flavor , chromatography , enantioselective synthesis , catalysis , paleontology , artificial intelligence , computer science , biology , biochemistry
Chiral molecules, especially enantiomers and diastereomers of purity > 99 %, present a significant market share within the chemical, pharmaceutical, and flavor industries. Antisolvent precipitations, both batch and semicontinuous operations to serve the current trends in flow chemistry were demonstrated to be environmentally benign and efficient tools in achieving high optical purities. Although salts are known to be insoluble in supercritical CO 2 , instabilities of the nascent salts were detected and applied for increasing efficiency. Diastereomeric excess values of the crystalline products exceeded 99 % in maximum of three consecutive steps both by repeated resolution with half molar equivalent of the amine to the acid and by direct recrystallization of the salts.