In:
Chirality, Wiley, Vol. 26, No. 10 ( 2014-10), p. 614-619
Abstract:
An improved method, which is highly reproducible, was developed for the enantioseparation of racemic O ‐ethyl phenylphosphonothioic acid ( 1a ) with brucine by introducing seeding to a supersaturated solution of the diastereomeric salt mixture. The present method gave both diastereomeric salts in high yields with a diastereomeric ratio of 〉 99.5:0.5 upon choosing the crystallization solvent (MeOH for the ( (R)-1a salt and MeOH/H 2 O for the ( (S)-1a salt). The enantiopure acid (R)-1a , (S)-1a showed a good chirality recognition ability for not only strong bases, such as amines and amino alcohols, but also weakly basic alcohols and was applicable as a solvating agent to the 1 H NMR determination of the enantiomeric excess of chiral amines, amino alcohols, and alcohols, including aliphatic substrates. Chirality 26:614–619, 2014 . © 2014 Wiley Periodicals, Inc.
Type of Medium:
Online Resource
ISSN:
0899-0042
,
1520-636X
Language:
English
Publisher:
Wiley
Publication Date:
2014
detail.hit.zdb_id:
2001237-8
SSG:
12
SSG:
15,3
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