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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
- Title
- 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
- Authors
- Chandrasekhar, Bandari; Ahn, Sewon; Ryu, Jae-Sang
- Ewha Authors
- 류재상
- SCOPUS Author ID
- 류재상
- Issue Date
- 2017
- Journal Title
- SYNTHESIS-STUTTGART
- ISSN
- 0039-7881
1437-210X
- Citation
- SYNTHESIS-STUTTGART vol. 49, no. 7, pp. 1569 - 1574
- Keywords
- HPA-12; gold; nitrone; 4-isoxazoline; stereoselective synthesis
- Publisher
- GEORG THIEME VERLAG KG
- Indexed
- SCIE; SCOPUS
- Document Type
- Article
- Abstract
- 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.
- DOI
- 10.1055/s-0036-1588369
- Appears in Collections:
- 약학대학 > 약학과 > Journal papers
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