Key side products due to reactivity of dimethylmaleoyl moiety as amine protective group |
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| Authors: | Mijoon Lee Dusan Hesek Bruce C Noll Shahriar Mobashery |
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| Institution: | (1) Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, IN 46556, USA |
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| Abstract: | Dimethylmaleoyl (DMM) moiety has become an important amine protective group in sugar chemistry. We disclose herein that DMM-containing
D-glucosamine analogues, because of their electrophilic nature, are prone to reactions with strong nucleophiles, such as hydrazine,
resulting in a set of undesired side products that are difficult to detect, yet proved to be problematic for organic synthesis. |
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| Keywords: | amine protective group dimethylmaleoyl glucosamine carbohydrate peptidoglycan |
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