Synthesis of D-Glucosamine-Modified Benzo[d][1,2]selenazol-3-(2H)-one Derivatives |
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Authors: | Zhongwei Zhang Sumei Ren Shengbiao Wan Wei Li |
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Institution: | School of Medicine and Pharmacy, Key Laboratory of Marine Drugs, Ministry of Education, Ocean University of China , Qingdao, China |
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Abstract: | A new class of organoselenium-saccharide derivatives, 2-amino-2-deoxy-β-D-glucose-modified benzod]1,2]selenazol-3-(2H)-one derivatives, has been synthesized via the cyclization reaction of 2-(chloroseleno)benzoyl chloride and O-protected D-glucosamine derivatives. An efficient synthetic method for the preparation of this type of compounds was developed. It has been found that acetone can react with the chloroseleno group under basic conditions, and organoselenium-saccharide derivatives with free hydroxy groups were obtained only when the OH-1 group of the saccharide was protected. |
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Keywords: | Benzoisoselenazolone organoselenium-saccharide derivatives reaction mechanism |
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