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2005
Carbohydrates
U 0500
A Single-Enzyme, Two-Step, One-Pot Synthesis of N-Substituted Imidazole DerivContaining a Glucose Branch via Combined Acylation/Michael Addition
05- 186 atives
Reaction. — This procedure comprises a single-protease-mediated two-step cascade
glucose-selective-acylation and imidazole-Michael addition to give novel N-substituted imidazole derivatives like (IV) containing a glucose branch which may have potential anticancer activities. The catalytic activity for acylation of the protease is higher
than the activity for Michael addition. Utilizing the bi-catalytic activities of alkaline
protease from B. subtilis makes this one-pot synthesis an attractive procedure for imidazole-sugar conjugates synthesis without intermediate recovery steps, use of reagents
or protective groups. — (YAO, S.-P.; LU, D.-S.; WU, Q.; CAI, Y.; XU, S.-H.; LIN*,
X.--.; Chem. Commun. (Cambridge) 2004, 17, 2006-2007; Dep. Chem., Zhejiang
Univ., Hangzhou 310027, Peop. Rep. China; Eng.) — H. Hoennerscheid
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