학회 | 한국공업화학회 |
학술대회 | 2015년 봄 (04/29 ~ 05/01, BEXCO (부산)) |
권호 | 19권 1호 |
발표분야 | 정밀화학_포스터 |
제목 | Stereoselective synthetic method for useful chiral synthons for naturally occurring aminopeptidase inhibitors |
초록 | The development of an efficient synthetic method for threo-vicinal amino hydroxy acids had been an attractive subject since non-proteinogenic amino acids had been frequently found in biologically active natural products. In this presentation, a newly synthesized synthon, trans-5-methoxycarbonyl-oxazolidine, was obtained with more than 20 to 1 stereoselectivity via the cascade reactions between N-hydroxymethyl protected α-amino aldehyde and PhSO2CH2NO2, and the following in-situ ozonolysis. Five precursors for threo-β-amino-α-hydroxy acids was synthesized in 65~72% yields from the stable α-amino aldehydes. |
저자 | 서영란, 김영규, 채다원, 김현정 |
소속 | 서울대 |
키워드 | stereoselective synthesis; aminopeptidase inhibitors; threo-vicinal amino hydroxy acids |