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Synthetic Approach Toward Antibiotic Tunicamycins - VII Synthesis of Tunicamine and Tunicaminyl Uracil Derivative
Authors:Hiroaki Sasai  Kazuhiro Matsuno  Tetsuo Suami
Institution:Department of Applied Chemistry Faculty of Science and Technology , Keio University , Hiyoshi, Yokohama, 223, Japan
Abstract:A higher carbon carbohydrate moiety of antibiotic tunica-mycins named tunicamine has been synthesized in a protected form. The key reaction step of the synthesis is a potassium fluoride catalyzed Henry reaction of a 5-nitroribose derivative and a dial do-galactosamine derivative. The tunicamine derivative has been converted to a tunicaminyl uracil derivative by condenation with bis(trimethylsilyl) uracil.
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