(1S,2R,3R,4R,6S)-7-oxabicyclo[4.1.0]heptane-2,3,4-triyl triacetate | 229179-17-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: (1S,2R,3R,4R,6S)-7-oxabicyclo[4.1.0]heptane-2,3,4-triyl triacetate
• CAS: 229179-17-3
• 化学式: C₁₂H₁₆O₇
• 分子量: 272.255
• InChiKey: YUNAIHIJSUBXKE-LVEVGFFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.05
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  91.43
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (1S,2R,3R,4R,6S)-7-oxabicyclo[4.1.0]heptane-2,3,4-triyl triacetate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以74%的产率得到(1R,2S,3R,4R,6S)-7-oxabicyclo[4.1.0]heptane-2,3,4-triol
  参考文献：
  名称：

  Synthesis and evaluation of glucocerebrosidase inhibitory activity of anhydro deoxyinositols from (+)-epi-and(−)-vibo-quercitols

  摘要：

  Twelve 1,2- and 2,3-anhydro-1,2,3,4,5-cyclohexanepentols were synthesized from (+)-epi- and (-)-vibo-quercitols, readily available by bioconversion of myo-inositol, and assayed for inhibitory activity against glucocerebrosidase (mouse liver). Among them 1L-1,2-anhydro-1,2,4/3,5-cyclohexanepentol, the 3-deoxy derivative of the irreversible inhibitor conduritol B epoxide (CBE), has been demonstrated to be a highly potent and specific inhibitor, almost comparable to the parent compound. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00223-1
• 作为产物：
  描述：

  在 吡啶 、 sodium methylate 、 乙酸酐 作用下， 生成 (1S,2R,3R,4R,6S)-7-oxabicyclo[4.1.0]heptane-2,3,4-triyl triacetate
  参考文献：
  名称：

  Synthesis and evaluation of glucocerebrosidase inhibitory activity of anhydro deoxyinositols from (+)-epi-and(−)-vibo-quercitols

  摘要：

  Twelve 1,2- and 2,3-anhydro-1,2,3,4,5-cyclohexanepentols were synthesized from (+)-epi- and (-)-vibo-quercitols, readily available by bioconversion of myo-inositol, and assayed for inhibitory activity against glucocerebrosidase (mouse liver). Among them 1L-1,2-anhydro-1,2,4/3,5-cyclohexanepentol, the 3-deoxy derivative of the irreversible inhibitor conduritol B epoxide (CBE), has been demonstrated to be a highly potent and specific inhibitor, almost comparable to the parent compound. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00223-1

文献信息

• Stereoselective synthesis of muco-quercitol, (+)-gala-quercitol and 5-amino-5-deoxy-d-vibo-quercitol from d-mannitol
  作者：Venkata Ramana Doddi、Amit Kumar、Yashwant D. Vankar

  DOI：10.1016/j.tet.2008.06.107

  日期：2008.9

  Synthesis of muco-quercitol, (+)-gala-quercitol, and 5-amino-5-deoxy-d-vibo-quercitol is described from d-mannitol using ring closing metathesis and diastereoselective dihydroxylations as key steps.

  的合成粘膜-quercitol，（+） -晚会-quercitol，和5-氨基-5-脱氧-D- VIBO -quercitol使用闭环复分解和非对映选择性dihydroxylations作为关键步骤从d-甘露醇进行说明。