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The 4-methacrylamido-2-methyl-2-butoxy-carbonyl-function as polymerizable amino-protecting group

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Summary

The synthesis of an highly acidic sensitive polymerizable amino-protecting group is described in the case of the N-protected model compound 4-methacryl-amido-2-methyl-2-butyl-N-p-chlorophenylcarbamate. The new monomer was homopolymerized and copolymerized by radical initiation. Kinetics of acidically induced p-chloroaniline cleavage from the monomer and polymers were followed by NMR spectroscopy. The influence of Calcium-ions and neighbouring group effects are discussed.

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Rehse, H., Ritter, H. The 4-methacrylamido-2-methyl-2-butoxy-carbonyl-function as polymerizable amino-protecting group. Polymer Bulletin 23, 1–6 (1990). https://doi.org/10.1007/BF00983956

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  • DOI: https://doi.org/10.1007/BF00983956

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