화학공학소재연구정보센터
학회 한국공업화학회
학술대회 2015년 봄 (04/29 ~ 05/01, BEXCO (부산))
권호 19권 1호
발표분야 정밀화학_포스터
제목 Scale-up study of a N-hydroxymethyl protected α-amino aldehyde as a useful chiral synthon
초록 α-Amino aldehyde is widely utilized in asymmetric synthesis as either a chiral synthon. However, the application of the α-amino aldehyde is problematic due to the acidic α-proton. In the synthesis of threo-vicinal amino hydroxy acids, N-hydroxymethyl protected α-amino aldehydes have to be utilized.
Therefore, scale-up study for the preparation of the configurationally stable N-hydroxymethyl protected α-amino aldehydes have been performed with commercially available α-amino acids. The condensation reaction with paraformaldehyde and the following reduction with DIBAL produced the hemiacetal form of the α-amino aldehydes by shifting the equilibrium from the open form of hydroxyaldehyde.  
저자 서영란, 김영규, 유재원
소속 서울대
키워드 chiral synthons; stable amino aldehydes
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