ethyl 6-(2,3,4,6-tetra-O-pivaloyl-α-D-mannopyranosyloxy)hexanoate | 243120-90-3

• 英文名称: ethyl 6-(2,3,4,6-tetra-O-pivaloyl-α-D-mannopyranosyloxy)hexanoate
• CAS: 243120-90-3
• 化学式: C₃₄H₅₈O₁₂
• 分子量: 658.827
• InChiKey: YASKYTBFYGYEJS-MQNYBYKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.31
• 重原子数：
  46.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  149.96
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  sodium methylate 、 ethyl 6-(2,3,4,6-tetra-O-pivaloyl-α-D-mannopyranosyloxy)hexanoate 以 四氢呋喃 为溶剂， 以85%的产率得到5-(methoxycarbonyl)pentyl α-D-mannopyranoside
  参考文献：
  名称：

  Stereospecific α-d-mannosylation

  摘要：

  The stereospecific formation of alpha-D-mannosyl glycosidic linkages has been achieved in high yield using tetra-O-pivaloyl-alpha-D-mannopyranosyl fluoride and boron trifluoride diethyl etherate in dichloromethane. Examples of the alpha-D-mannosylation of primary, secondary, benzylic and phenolic hydroxyl groups are described. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00065-8
• 作为产物：
  描述：

  2,3,4,6-四邻乙酰基-alpha-d-吡喃甘露糖氟化物 在 4-二甲氨基吡啶 、 三氟化硼乙醚 、 potassium carbonate 作用下， 以 吡啶 、 甲醇 、 二氯甲烷 为溶剂， 生成 ethyl 6-(2,3,4,6-tetra-O-pivaloyl-α-D-mannopyranosyloxy)hexanoate
  参考文献：
  名称：

  Stereospecific α-d-mannosylation

  摘要：

  The stereospecific formation of alpha-D-mannosyl glycosidic linkages has been achieved in high yield using tetra-O-pivaloyl-alpha-D-mannopyranosyl fluoride and boron trifluoride diethyl etherate in dichloromethane. Examples of the alpha-D-mannosylation of primary, secondary, benzylic and phenolic hydroxyl groups are described. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00065-8