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基于咪唑-1-磺酰基叠氮化物的重氮转移反应,用于制备固相合成用的叠氮固相载体。

Imidazole-1-sulfonyl azide-based diazo-transfer reaction for the preparation of azido solid supports for solid-phase synthesis.

机构信息

Institute for Research in Biomedicine (IRB Barcelona) , 08028-Barcelona, Spain.

出版信息

ACS Comb Sci. 2013 Jul 8;15(7):331-4. doi: 10.1021/co4000437. Epub 2013 Jun 6.

DOI:10.1021/co4000437
PMID:23721561
Abstract

An efficient, standard, mild, and copper-free imidazole-1-sulfonyl azide hydrochloride-based diazo-transfer method was implemented in a set of four resins that cover a broad range of hydrophobicity. The imidazole-1-sulfonyl azide hydrochloride is easily prepared/commercially available, stable upon storage at 4 °C, and proved to be a suitable alternative to triflyl azide for diazo-transfer reactions in amine functionalized resins. We have successfully applied the azido resins for the conjugation of a TFA-labile Wang-type linker using Click Chemistry.

摘要

一种高效、标准、温和且无需铜的基于咪唑-1-磺酰基叠氮盐酸盐的重氮转移方法已应用于四组涵盖广泛疏水性范围的树脂中。咪唑-1-磺酰基叠氮盐酸盐易于制备/可商业获得,在 4°C 下储存稳定,并且被证明是三氟甲磺酸叠氮化物在胺官能化树脂中进行重氮转移反应的合适替代品。我们已成功地将叠氮树脂应用于使用点击化学法连接 TFA 不稳定的 Wang 型接头。

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