2-deoxy-2-N-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl]amino-D-glucopyranose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-deoxy-2-N-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl]amino-D-glucopyranose
• 英文别名: 2-Deoxy-2-[1-(4,4-dimethyl-2,6-dioxo-cyclohex-1-ylidene)ethylamino]-D-glucopyranose；5,5-dimethyl-2-[1-[[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]amino]ethylidene]cyclohexane-1,3-dione
• 化学式: C₁₆H₂₅NO₇
• 分子量: 343.377
• InChiKey: DRLDOGHUDNWFSK-RKHBJWJHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.39
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  136.32
• 氢给体数：
  5.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-deoxy-2-N-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl]amino-D-glucopyranose 在 吡啶 、 氢溴酸 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 3,4,6-tri-O-acetyl-2-deoxy-2-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-ethylamino]-α-D-glucopyranosyl bromide
  参考文献：
  名称：

  Dde as a Protecting Group for Carbohydrate Synthesis

  摘要：

  Oligosaccharide synthesis using aminosugars requires the presence of a suitable amino protecting group. A number of protecting groups are currently used, and while many display favorable properties, most agents available still suffer from certain disadvantages. This report details the use of a hydrazine labile aminosugar protecting group, N -[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl] (Dde), which can be introduced and removed in a facile and cost-effective manner.

  DOI：

  10.1080/07328300500388685
• 作为产物：
  描述：

  2-乙酰基-5,5-二甲基-1,3-环己二酮 、 D-氨基葡萄糖盐酸盐 在 sodium 作用下， 以 甲醇 为溶剂， 生成 2-deoxy-2-N-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl]amino-D-glucopyranose
  参考文献：
  名称：

  Protected aminosugars

  摘要：

  该发明提供了用于溶液相或固相寡糖合成中的胺保护基，其中使用2-取代的1,3-二氧化合物来保护氨基糖或甘氨基胺的一个或多个主要胺基团。该发明提供了用于溶液相、固相寡糖合成的试剂、试剂盒和方法。

  公开号：

  US06462183B1

文献信息

• MONOSACCHARIDE COMPOUNDS AND METHODS THEREFOR
  申请人：West Michael Leo

  公开号：US20100184607A1

  公开（公告）日：2010-07-22

  A monosaccharide compound of formula I as shown in the specification. Processes for the preparation of the compound of formula I and methods of screening for antibacterial or antibiotic compounds involving the compound of formula I.

  一种单糖化合物，其化学式I如规范中所示。制备化学式I化合物的方法以及涉及化学式I化合物的抗菌或抗生素化合物筛选方法。
• US6462183B1
  申请人：——

  公开号：US6462183B1

  公开（公告）日：2002-10-08
• US8093227B2
  申请人：——

  公开号：US8093227B2

  公开（公告）日：2012-01-10
• Dde as a Protecting Group for Carbohydrate Synthesis
  作者：Laurent Bornaghi、Guyla Dekany、Nicholas B. Drinnan、Stephen Taylor、Istvan Toth、Michael L. West

  DOI：10.1080/07328300500388685

  日期：2006.1.1

  Oligosaccharide synthesis using aminosugars requires the presence of a suitable amino protecting group. A number of protecting groups are currently used, and while many display favorable properties, most agents available still suffer from certain disadvantages. This report details the use of a hydrazine labile aminosugar protecting group, N -[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl] (Dde), which can be introduced and removed in a facile and cost-effective manner.
• Protected aminosugars
  申请人：Alchemia Pty Ltd

  公开号：US06462183B1

  公开（公告）日：2002-10-08

  The invention provides amine-protecting groups for use in solution phase or solid-phase oligosaccharide synthesis, in which a 2-substituted 1,3-dioxo compound is used to protect one or more primary amine groups of an aminosugar or gylycosylamine. The invention provides reagents, reagent kits, and methods for solution phase, solid-phase oligosaccharide synthesis.

  该发明提供了用于溶液相或固相寡糖合成中的胺保护基，其中使用2-取代的1,3-二氧化合物来保护氨基糖或甘氨基胺的一个或多个主要胺基团。该发明提供了用于溶液相、固相寡糖合成的试剂、试剂盒和方法。