6'-O-mesyl-2,3,3',4,4'-penta-O-benzylsucrose | 1326706-68-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6'-O-mesyl-2,3,3',4,4'-penta-O-benzylsucrose
• 英文别名: [(2R,3R,4S,5S)-5-(hydroxymethyl)-5-[(2R,3R,4S,5R,6R)-6-(hydroxymethyl)-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-3,4-bis(phenylmethoxy)oxolan-2-yl]methyl methanesulfonate
• CAS: 1326706-68-6
• 化学式: C₄₈H₅₄O₁₃S
• 分子量: 871.015
• InChiKey: SOHGVKDXRMDCBX-QXFVARJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  62
• 可旋转键数：
  22
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  166
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  6'-O-mesyl-2,3,3',4,4'-penta-O-benzylsucrose 在 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以66%的产率得到6'-deoxy-6'-iodo-2,3,3',4,4'-penta-O-benzylsucrose
  参考文献：
  名称：

  New Methodology for the Differentiation of the Primary Hydroxyl Groups in 2,3,3′,4,4′-Penta-O-Benzylsucrose: Convenient Approach to Sucrose Monophosphines

  摘要：

  Two new routes to derivatives of 2,3,3',4,4'-penta-O-benzylsucrose with differently protected primary hydroxyl groups were elaborated. One of these compounds, 2,3,3',4,4'-penta-O-benzyl-6'-O-mesylsucrose, was used in a model synthesis of the 6'-phosphine with sucrose scaffold. Elimination of the mesyloxy-group under the reaction conditions was also noted providing the 5',6'-unsaturated sucrose derivative.

  DOI：

  10.1080/07328303.2011.556286
• 作为产物：
  描述：

  2,3,3’,4,4’-penta-O-benzylsucrose 在 吡啶 、 4-二甲氨基吡啶 、 四丁基氟化铵 、 三乙胺 、 N,N-二异丙基乙胺 、 potassium diphenylphosphine 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 58.33h， 生成 6'-O-mesyl-2,3,3',4,4'-penta-O-benzylsucrose
  参考文献：
  名称：

  New Methodology for the Differentiation of the Primary Hydroxyl Groups in 2,3,3′,4,4′-Penta-O-Benzylsucrose: Convenient Approach to Sucrose Monophosphines

  摘要：

  Two new routes to derivatives of 2,3,3',4,4'-penta-O-benzylsucrose with differently protected primary hydroxyl groups were elaborated. One of these compounds, 2,3,3',4,4'-penta-O-benzyl-6'-O-mesylsucrose, was used in a model synthesis of the 6'-phosphine with sucrose scaffold. Elimination of the mesyloxy-group under the reaction conditions was also noted providing the 5',6'-unsaturated sucrose derivative.

  DOI：

  10.1080/07328303.2011.556286

文献信息

• New Methodology for the Differentiation of the Primary Hydroxyl Groups in 2,3,3′,4,4′-Penta-<i>O</i>-Benzylsucrose: Convenient Approach to Sucrose Monophosphines
  作者：Joanna Burdyńska、Bartosz Lewandowski、Sławomir Jarosz

  DOI：10.1080/07328303.2011.556286

  日期：2010.11.1

  Two new routes to derivatives of 2,3,3',4,4'-penta-O-benzylsucrose with differently protected primary hydroxyl groups were elaborated. One of these compounds, 2,3,3',4,4'-penta-O-benzyl-6'-O-mesylsucrose, was used in a model synthesis of the 6'-phosphine with sucrose scaffold. Elimination of the mesyloxy-group under the reaction conditions was also noted providing the 5',6'-unsaturated sucrose derivative.