SUCCESSIVE OPTICAL RESOLUTION BY REPLACING CRYSTALLIZATION OF DL-THREONINE

Citation
T. Shiraiwa et al., SUCCESSIVE OPTICAL RESOLUTION BY REPLACING CRYSTALLIZATION OF DL-THREONINE, Chirality, 6(8), 1994, pp. 654-657
Citations number
10
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
ISSN journal
08990042
Volume
6
Issue
8
Year of publication
1994
Pages
654 - 657
Database
ISI
SICI code
0899-0042(1994)6:8<654:SORBRC>2.0.ZU;2-4
Abstract
DL-Threonine [DL-Thr; (2RS, 3SR)-2-amino-3-hydroxybutanoic acid] was o ptically resolved by replacing crystallization using L-serine (L-Ser) and I-hydroxy-L-proline (L-Hyp) as optically active cosolutes. D-Thr w as allowed to crystallize preferentially from racemic aqueous solution s in the presence of these L-alpha-amino acids, The optical resolution of DL-Thr was more successfully achieved by using L-Ser, whose struct ure is more similar to that of DL-Thr than L-Hyp, and successively gav e D- and L-Thr of 87-92% optical purities. The D- and L-Thr obtained w ere then recrystallized from water to give optically pure D- and L-Thr . (C) 1994 Wiley-Liss, Inc.