3-O-(1-Propenyl)-D-glucose | 132914-61-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-O-(1-Propenyl)-D-glucose
• CAS: 132914-61-5；132914-62-6；132914-63-7；132914-64-8
• 化学式: C₉H₁₆O₆
• 分子量: 220.222
• InChiKey: MNSBYVSMHCUWGP-NBTWYFBKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.66
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  99.38
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 3-O-(1-Propenyl)-D-glucose 在 吡啶 、 [rhodium(I)chloride(triphenylphosphine)2]1 作用下， 生成 3-O-Propyl glucono<1,4>lactone triacetate 、 3-O-(E/Z-1-Propenyl)glucono<1,4>lactone triacetate
  参考文献：
  名称：

  Reaction of O-allyl glucose with [(Ph3P)2RhCl]2: an intramolecular H2 transfer

  摘要：

  Reaction of 3-O-allyl glucose with [Ph3P)2RhCl]2 at temperatures below 60-degrees-C leads to isomerization of the double bond to form a vinyl ether. Reaction at temperatures above 100-degrees-C in N-methylpyrrolidone leads to formation of propyl and propenyl glucono-[1,4]-lactone derivatives, identified as their triacetates, as well as to a decarbonylated product.

  DOI：

  10.1016/s0040-4039(00)71208-1
• 作为产物：
  描述：

  3-O-allyl-D-glucopyranose 在 [rhodium(I)chloride(triphenylphosphine)2]1 作用下， 以 甲醇 为溶剂， 反应 15.0h， 以100%的产率得到3-O-(1-Propenyl)-D-glucose
  参考文献：
  名称：

  Reaction of O-allyl glucose with [(Ph3P)2RhCl]2: an intramolecular H2 transfer

  摘要：

  Reaction of 3-O-allyl glucose with [Ph3P)2RhCl]2 at temperatures below 60-degrees-C leads to isomerization of the double bond to form a vinyl ether. Reaction at temperatures above 100-degrees-C in N-methylpyrrolidone leads to formation of propyl and propenyl glucono-[1,4]-lactone derivatives, identified as their triacetates, as well as to a decarbonylated product.

  DOI：

  10.1016/s0040-4039(00)71208-1