(2S,3S,4R,5R,6R)-2-[[(2S,3S,4R,5R,6R)-3-hydroxy-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]methyl]-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-ol | 384819-83-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S,4R,5R,6R)-2-[[(2S,3S,4R,5R,6R)-3-hydroxy-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]methyl]-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-ol
• CAS: 384819-83-4
• 化学式: C₅₅H₆₀O₁₀
• 分子量: 881.075
• InChiKey: ZLSACVVELWHKGH-AQNSJKHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  65
• 可旋转键数：
  22
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (2S,3S,4R,5R,6R)-2-[[(2S,3S,4R,5R,6R)-3-hydroxy-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]methyl]-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-ol 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 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-glucono-1,5-lactone 在 4-二甲氨基吡啶 、 sodium methylate 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 为溶剂， 反应 17.0h， 生成 (2S,3S,4R,5R,6R)-2-[[(2S,3S,4R,5R,6R)-3-hydroxy-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]methyl]-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-ol
  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

文献信息

• 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.