3,4-Unsubstituted 2- tert-Butyl-pyrrolidine-1-oxyls with Hydrophilic Functional Groups in the Side Chains

侧链上带有亲水功能团的 3,4-未取代 2-叔丁基-吡咯烷-1-氧化物

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作者:Andrey I Taratayko, Yurii I Glazachev, Ilia V Eltsov, Elena I Chernyak, Igor A Kirilyuk

Abstract

Pyrrolidine nitroxides with four bulky alkyl substituents adjacent to N-O group are known for their high resistance to bioreduction. The 3,4-unsubstituted 2-tert-butyl-2-ethylpyrrolidine-1-oxyls were prepared from the corresponding 2-tert-butyl-1-pyrroline-1-oxides via either the addition of ethinylmagnesium bromide with subsequent hydrogenation or via treatment with ethyllithium. The new nitroxides showed excellent stability to reduction with ascorbate with no evidence for additional large hyperfine couplings in the EPR spectra.

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