Stereoselective Synthesis of a Ceramide Transporter Protein (CERT)-Dependent Ceramide-Trafficking Inhibitor, (1R,3S)-HPA-12, via Gold(I)-Catalyzed Cyclization of a Propargylic N-Hydroxylamine
- 주제(키워드) 4-isoxazoline , gold , HPA-12 , nitrone , stereoselective synthesis
- 등재 SCIE, SCOPUS
- 발행기관 Georg Thieme Verlag
- 발행년도 2017
- 총서유형 Journal
- URI http://www.dcollection.net/handler/ewha/000000141731
- 본문언어 영어
- Published As http://dx.doi.org/10.1055/s-0036-1588369
- 저작권 이화여자대학교 논문은 저작권에 의해 보호받습니다.
초록/요약
A ceramide transporter protein (CERT)-dependent ceramide-trafficking inhibitor, HPA-12, is efficiently synthesized using gold(I)-catalyzed cyclization of a propargylic N-hydroxylamine, which is prepared via a stereoselective nitrone–alkyne addition reaction. The resulting 4-isoxazoline is converted into a syn-1,3-amino alcohol through stereoselective reduction and reductive ring opening. Copyright © 2016, Georg Thieme Verlag. All rights reserved.
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