Highly Efficient Synthesis of Monodisperse Poly(ethylene glycols) and Derivatives through Macrocyclization of Oligo(ethylene glycols) |
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Authors: | Hua Zhang Xuefei Li Qiuyan Shi Yu Li Guiquan Xia Long Chen Prof Zhigang Yang Prof Zhong‐Xing Jiang |
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Institution: | Key Laboratory of Combinatorial Biosynthesis and Drug Discovery (Wuhan University), Ministry of Education, and Wuhan University School of Pharmaceutical Sciences, Wuhan 430071 (China) |
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Abstract: | A macrocyclic sulfate (MCS)‐based approach to monodisperse poly(ethylene glycols) (M‐PEGs) and their monofunctionalized derivatives has been developed. Macrocyclization of oligo(ethylene glycols) (OEGs) provides MCS (up to a 62‐membered macrocycle) as versatile precursors for a range of monofunctionalized M‐PEGs. Through iterative nucleophilic ring‐opening reactions of MCS without performing group protection and activation, a series of M‐PEGs, including the unprecedented 64‐mer (2850 Da), can be readily prepared. Synthetic simplicity coupled with versatility of this new strategy may pave the way for broader applications of M‐PEGs. |
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Keywords: | cyclization macrocycles macrocyclic sulfates poly(ethylene glycol) synthetic methods |
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