C-3β-Tethered Functional Cholesterol Conjugates by Nitrile Oxide Alkyne Cycloaddition (NOAC)

被引:3
作者
Algay, Virginie [1 ]
O'Sullivan, Justine [1 ]
Heaney, Frances [1 ]
机构
[1] Natl Univ Ireland, Dept Chem, Maynooth, Kildare, Ireland
基金
爱尔兰科学基金会;
关键词
Steroids; Lipids; Cycloaddition; Alkynes; Heterocycles; Conjugation; COPPER(I)-CATALYZED SYNTHESIS; EFFICIENT SYNTHESIS; CLICK CHEMISTRY; DELIVERY; DERIVATIVES; STEROIDS; ETHERS; CHAINS; METAL;
D O I
10.1002/ejoc.201301822
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Covalent cholesterol conjugates have been prepared by isoxazole-generating [3+2] nitrile oxide alkyne cycloaddition (NOAC) chemistry. Steroidal building blocks functionalised with either an alkyne or a nitrile oxide precursor were evaluated. The reaction has been demonstrated for the tethering to cholesterol of groups capable of bioreporting, and for the formation of cholesterol-biomolecule conjugates.
引用
收藏
页码:2522 / 2532
页数:11
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