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Expeditious Preparation of N-Fmoc 2-Aminoethanesulfonyl Chlorides with Functionalized 1-Substituents
Current Organic Synthesis ( IF 1.7 ) Pub Date : 2018-04-24 , DOI: 10.2174/1570179414666170821120705
Kheira Haiouani 1 , Xingpeng Chen 1 , Jiaxi Xu 1
Affiliation  

Aim and Objective: [(9H-Fluoren-9-yl)methoxy]carbonyl (Fmoc)-protected 2-aminoethanesulfonylchlorides with various functionalized 1-substituents may be of use as building blocks for the Fmoc strategicsynthesis of sulfonopeptides.Materials and Method: Fmoc-protected 2-aminoethanesulfonyl chlorides with different functionalized 1-substituents were synthesized via radical addition of N-Fmoc allylamine and xanthates with functionalized Ssubstituents,and subsequent oxidative chlorination with N-chlorosuccimide/HCl.Results: Fmoc-protected 2-aminoethanesulfonyl chlorides with different functionalized 1-substituents weresynthesized via radical addition and subsequent oxidative chlorination. The mechanism on the oxidative chlorinationis proposed.Conclusion: The current method is an expeditious, convenient, and practical method for the synthesis of Fmocprotected2-aminoethanesulfonyl chlorides with different functionalized 1-substituents in good to excellentyields.

中文翻译:

具有功能化 1-取代基的 N-Fmoc 2-氨基乙磺酰氯的快速制备

目的和目的:[(9H-Fluoren-9-yl)methoxy]carbonyl (Fmoc)-protected 2-aminoethanesulfonylchlorides with various functionalized 1-substituents may be used as building blocks for Fmoc strategylysynthesis of sulfonopeptides. 材料和方法:Fmoc通过自由基加成具有官能化取代基的 N-Fmoc 烯丙胺和黄原酸盐,然后用 N-氯代琥珀酰亚胺/HCl 进行氧化氯化,合成了具有不同官能化 1-取代基的 2-氨基乙磺酰氯。结果:具有不同官能团的 Fmoc 保护的 2-氨基乙磺酰氯通过自由基加成和随后的氧化氯化合成功能化的1-取代基。提出了氧化氯化的机理。结论:目前的方法是一种快速、方便、
更新日期:2018-04-24
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