화학공학소재연구정보센터
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
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