3-O-acetyl-2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glucohept-1-enitol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-O-acetyl-2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glucohept-1-enitol
• 英文别名: [(3R,4S,5R,6R)-2-methylidene-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-yl] acetate
• 化学式: C₃₀H₃₂O₆
• 分子量: 488.58
• InChiKey: YYERPWDQZZPOEE-GOGZTAQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-O-acetyl-2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glucohept-1-enitol 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 、 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 17.0h， 生成 bis(β-D-glucopyranosyl)methane
  参考文献：
  名称：

  Selective radical synthesis of β- C -disaccharides

  摘要：

  Several P-C-disaccharides have been selectively synthesized by radical cyclization of two temporarily tethered functionalized monosaccharides. In this process, intramolecular addition of a carbohydrate-derived radical onto an anomeric exomethylene group, followed by axial hydrogen addition, resulted in beta stereochemistry. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)01533-7
• 作为产物：
  描述：

  2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranose 在 乙酸酐 、 二甲基亚砜 作用下， 以 甲苯 为溶剂， 反应 48.0h， 生成 3-O-acetyl-2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glucohept-1-enitol
  参考文献：
  名称：

  Expedient and Versatile Formation of Novel Amino-deoxy-ketoheptuloses

  摘要：

  Novel monoketoheptuloses have been synthesized employing an amination step in a pre- and/or post-C1 chain elongation using a Petasis reagent by starting from aldohexoses or aldohexosamines. A series of gluco and manno configured 1-/3-deoxy-1-/3-amino-ketohept-2-uloses could be obtained.

  DOI：

  10.1021/ol4021699

文献信息

• Expedient and Versatile Formation of Novel Amino-deoxy-ketoheptuloses
  作者：Yevgeniy Leshch、Anna Jacobsen、Julian Thimm、Joachim Thiem

  DOI：10.1021/ol4021699

  日期：2013.10.4

  Novel monoketoheptuloses have been synthesized employing an amination step in a pre- and/or post-C1 chain elongation using a Petasis reagent by starting from aldohexoses or aldohexosamines. A series of gluco and manno configured 1-/3-deoxy-1-/3-amino-ketohept-2-uloses could be obtained.
• Selective radical synthesis of β- C -disaccharides
  作者：Boris Vauzeilles、Pierre Sinaÿ

  DOI：10.1016/s0040-4039(01)01533-7

  日期：2001.10

  Several P-C-disaccharides have been selectively synthesized by radical cyclization of two temporarily tethered functionalized monosaccharides. In this process, intramolecular addition of a carbohydrate-derived radical onto an anomeric exomethylene group, followed by axial hydrogen addition, resulted in beta stereochemistry. (C) 2001 Published by Elsevier Science Ltd.