OPTICAL RESOLUTION BY PREFERENTIAL CRYSTALLIZATION AND REPLACING CRYSTALLIZATION OF DL-ALLOTHREONINE

Citation
H. Miyazaki et al., OPTICAL RESOLUTION BY PREFERENTIAL CRYSTALLIZATION AND REPLACING CRYSTALLIZATION OF DL-ALLOTHREONINE, Bulletin of the Chemical Society of Japan, 67(7), 1994, pp. 1899-1903
Citations number
19
Categorie Soggetti
Chemistry
ISSN journal
00092673
Volume
67
Issue
7
Year of publication
1994
Pages
1899 - 1903
Database
ISI
SICI code
0009-2673(1994)67:7<1899:ORBPCA>2.0.ZU;2-H
Abstract
The ternary solubility diagram, X-ray diffraction pattern, and infrare d spectra have suggested that DL-allothreonine [DL-aThr] exists as a c onglomerate. The optical resolution by successive preferential crystal lization gave both D- and L-aThr of 95% optical purities in 9-13% degr ees of resolution. The successive replacing crystallization was more s uccessfully achieved by the coexisting 4-hydroxy-L-proline, as an opti cally active cosolute, in a racemic supersaturated solution. D-aThr of 94% optical purity was allowed to crystallize preferentially without seeding D-aThr in 24% degree of resolution, whereas L-aThr of 81% opti cal purity from the mother liquor was allowed to crystallize by seedin g L-aThr in 22% degree of resolution. Recystallization of the obtained D- and L-aThr from water gave an optically pure form.