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The Chirality Conversion Reagent for Amino Acids Based on Salicyl Aldehyde
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  • The Chirality Conversion Reagent for Amino Acids Based on Salicyl Aldehyde
  • The Chirality Conversion Reagent for Amino Acids Based on Salicyl Aldehyde
저자명
Yoon. Hoe-Jin,Jung. Hein,Ahn. Yun-Soo,Nandhakumar. Raju,Kim. Jun-Soo,Kim. Kwan-Mook
간행물명
Bulletin of the Korean Chemical Society
권/호정보
2012년|33권 5호|pp.1715-1718 (4 pages)
발행정보
대한화학회
파일정보
정기간행물|ENG|
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이 논문은 한국과학기술정보연구원과 논문 연계를 통해 무료로 제공되는 원문입니다.
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기타언어초록

2-Hydroxy-6-(1-(3-phenylurylphenyl)ethoxy)-benzaldehyde ($mathbf{2}$) has been synthesized in racemic form from 1,3-Dihydroxybenzene via formylation and reaction with 3-phenyluryl-methylbenzylbromide. The optically pure form of $mathbf{2}$ was separated by normal silica column chromatography from the imine diastreomer which was obtained by the reaction of racemic mixture of $mathbf{2}$ with optically pure leucinol. The absolute configuration of the separated enantiomer of $mathbf{2}$ was decided from the energy calculation of the corresponding imine diastereomers. The activity of $mathbf{2}$ as a chirality conversion reagent (CCR) for amino acids was determined by $^1H$ NMR analysis. The efficiency of $mathbf{2}$ is not better than the previous CCRs based on binaththol. Compound $mathbf{2}$, however, has lower molecular weight compared to other CCRs. This work demonstrates that asymmetric carbon can control the selectivity of amino acids.