화학공학소재연구정보센터
학회 한국공업화학회
학술대회 2005년 가을 (10/28 ~ 10/29, 건국대학교)
권호 9권 2호
발표분야 정밀화학
제목 Stereoselective synthesis of the key intermediate of AGDHE
초록 The novel desipeptides Callipeltin A and D showed wide biological activities such as anti-fungal, and anti-HIV activity. (2R,3R,4S)-2-Amido-7-guanidino-2,3-dihydroxyheptanoic acid (AGDHE) is one of the constituents of a side chain in Callipeltin A and D. The osmium catalyzed dihydroxylation reaction of the ketimine protected γ-amino-(Z)-α,β-conjugated olefin gave highly syn selective (>13:1) diol with the desired configuration of AGDHE in 90% yield. The key intermediate of AGDHE was synthesized in total of 10 steps and 28% yield which is an improved result in terms of the stereoselectivity and the yield, compared to the previously reported papers.
저자 전종호, 홍석구, 김영규
소속 서울대
키워드 dihydroxylation; stereochemistry; AGDHE; amino acid
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