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Laboratory experiment demonstrates one-pot orthogonal protection of carbohydrates, suggesting its versatility in organic synthesis.
A one-pot orthogonal protection strategy for N-acetyl-D-glucsoamine was developed as an advanced organic chemistry laboratory experiment. This experiment can be completed in three laboratory periods and exposes students to fundamental synthetic techniques including performing reactions under oxygen/moisture-free conditions, TLC, acid-base extraction, flash column chromatography, and NMR spectroscopy. Furthermore, this experiment can readily be adapted to evaluate the benefits of the one-pot reaction as well as the potential for use of various other carbohydrates.
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Woodward et al. (2015) studied this question.
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