利用噁唑烷酮稠合吖環丙烷之開環反應合成氟化纈胺酸

Please use this identifier to cite or link to this item: http://ir.lib.ncu.edu.tw/handle/987654321/96105

Title:	利用噁唑烷酮稠合吖環丙烷之開環反應合成氟化纈胺酸
Authors:	溫啟勝;Wen, Chi-Sheng
Contributors:	化學學系
Keywords:	噁唑烷酮;吖環丙烷;氟化纈胺酸
Date:	2025-01-21
Issue Date:	2025-04-09 16:03:54 (UTC+8)
Publisher:	國立中央大學
Abstract:	分子中引入氟可以改變化合物的物理與化學性質，例如疏水性、反應性、酸鹼性等，這些改變可使蛋白質與胜肽有更多的利用性。同時氟化合物也具有作為正子造影劑的潛力，而放射性核種具有半衰期，於適當時機接上氟相當重要。本篇論文利用 D–酒石酸衍生物噁唑烷酮稠合吖環丙烷來建立α 碳與 β碳的立體中心且有良好的立體選擇性，並經過一系列官能基的轉換使其於最後階段進行氟取代反應，合成氟化胺基酸。;Incorporating fluorine into molecules can significantly alter their physical and chemical properties, such as hydrophobicity, reactivity, and acidity/basicity. These modifications enhance the versatility of proteins and peptides. Additionally, fluorinated compounds hold great potential as positron emission tomography (PET) imaging agents. Given the radioactive nature of fluorine isotopes and their limited half-time, introducing fluorine at the optimal stage is crucial. This study employs D-tartaric acid-derived oxazolidinone fused with aziridine to construct stereogenic centers at the α- and β-carbons with excellent stereoselectivity. Through a series of functional group transformations, the fluorination reaction is carried out in the final step, enabling the synthesis of fluorinated amino acids.
Appears in Collections:	[Graduate Institute of Chemistry] Electronic Thesis & Dissertation

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