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 |