N-硝基苯甲酰基-1,3,4,6-四-O-乙酰基-2-脱氧-β-D-氨基葡萄糖的合成与表征

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英文篇名：Synthesis and Characterization of N-Nitromaticacyl-1,3,4,6-Tetra-O-Acetyl-2-Deoxy-β-D-Glucopyranose 作者：刘玮炜 ; 吴杨全 ; 龚峰 ; 陶传洲 ; 郭维维 英文作者：LIU Wei-wei1,2,WU Yang-quan3,GONG Feng4, TAO Chuan-zhou1,2,GUO Wei-wei1(1.Department of Pharmaceutical Engineering,Huaihai Institute of Technology,Lianyungang 222005,China; 2.Jiangsu Institute of Marine Resources,Lianyungang 222005,China; 3.Petroleum Institute of Chemical,Changzhou University,Changzhou 213164,China; 4.Chemical Engineering Institute,Xuzhou Normal University,Xuzhou 221116,China) 关键词：D-氨基葡萄糖 ; N-硝基苯甲酰基-1 ; 3 ; 4 ; 6-四-O-乙酰基-2-脱氧-β-D-氨基葡萄糖 ; N ; N-二环已基碳二亚胺 ; 对硝基苯甲酸 ; 间硝基苯甲酸 英文关键词：D-glucosamine hydrochloride;N-nitromaticacyl-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose;dicyclohexylcarbodiimide;p-nitrobenzoic acid;m-nitrobenzoic acid 中文刊名：HQDB 英文刊名：Journal of Huaqiao University(Natural Science) 机构：淮海工学院制药工程系;江苏省海洋资源开发研究院;常州大学石油化工学院;徐州师范大学化学化工学院; 出版日期：2013-01-20 出版单位：华侨大学学报(自然科学版) 年：2013 期：v.34;No.129 基金：江苏省高校自然科学研究重大基金资助项目(10KJA170003);; 江苏省教育厅自然科学基金资助项目(08KJB150002);; 江苏省高校科研成果产业化推进项目(JHB2012-60);; 江苏省“六大人才高峰”科研基金资助项目(07-A-024);; 江苏省连云港市科技攻关项目(CG1105) 语种：中文; 页：HQDB201301012 页数：3 CN：01 ISSN：35-1079/N 分类号：62-64

摘要

以D-氨基葡萄糖盐酸盐、间硝基苯甲酸和对甲基苯甲酸为原料,先将氨基葡萄糖的羟基加以保护,然后以N,N-二环已基碳二亚胺(DCC)为脱水剂,合成N-硝基苯甲酰基-1,3,4,6-四-O-乙酰基-2-脱氧-β-D-氨基葡萄糖.产品结构经傅里叶变换红外光谱(FT-IR)及核磁共振氢谱(1 H NMR)表征确认.研究表明:1,3,4,6-四-O-乙酰基-2-脱氧-β-D-氨基葡萄糖、DCC和间硝基苯甲酸/对甲基苯甲酸的摩尔比为1∶1.5∶1.5,反应温度为40℃,反应时间为4h为最佳反应条件.
        N-nitromaticacyl-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose was synthesized via D-glucosamine hydrochloride,m-nitrobenzoic acid/p-nitrobenzoic acid and dicyclohexylcarbodiimide(DCC) which was used as dehydration reagent,where D-glucosamine hydrochloride was protected by acetyl group.The products were characterized by Fourier transform infrared spectroscopy(FT-IR),magnetic resonance spectroscopy(1H NMR).We concluded the optimal reaction conditions: the molar ratio of N-nitromaticacyl-1,3,4,6-tetra-O-acety-2-deoxy-β-D-glucopyranose,dicyclohexylcarbodiimide and m-nitrobenzoic acid/p-nitrobenzoic acid is 1∶1.5∶1.5,the temperature is 40 ℃ and the reaction time is 4 h.

引文

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