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자연과학대학
화학·나노과학전공
Journal papers
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The chirality conversion reagent for amino acids based on salicyl aldehyde
Title
The chirality conversion reagent for amino acids based on salicyl aldehyde
Authors
Yoon H.-J.
;
Jung H.
;
Ahn Y.S.
;
Nandhakumar R.
;
Kim J.S.
;
Kim K.M.
Ewha Authors
김관묵
;
김준수
SCOPUS Author ID
김관묵
; 김준수
Issue Date
2012
Journal Title
Bulletin of the Korean Chemical Society
ISSN
0253-2964
Citation
Bulletin of the Korean Chemical Society vol. 33, no. 5, pp. 1715 - 1718
Indexed
SCI; SCIE; SCOPUS; KCI
Document Type
Article
Abstract
2-Hydroxy-6-(1-(3-phenylurylphenyl)ethoxy)-benzaldehyde (2) has been synthesized in racemic form from 1,3-Dihydroxybenzene via formylation and reaction with 3-phenyluryl-methylbenzylbromide. The optically pure form of 2 was separated by normal silica column chromatography from the imine diastreomer which was obtained by the reaction of racemic mixture of 2 with optically pure leucinol. The absolute configuration of the separated enantiomer of 2 was decided from the energy calculation of the corresponding imine diastereomers. The activity of 2 as a chirality conversion reagent (CCR) for amino acids was determined by 1H NMR analysis. The efficiency of 2 is not better than the previous CCRs based on binaththol. Compound 2, however, has lower molecular weight compared to other CCRs. This work demonstrates that asymmetric carbon can control the selectivity of amino acids. Copyright © 2005 KCSNET.
DOI
10.5012/bkcs.2012.33.5.1715
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