(1R,2S,4S,5R,7R)-9,9-dimethyl-3,8,10-trioxatricyclo[5.3.0.02,4]decan-5-ol | 229178-99-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,2S,4S,5R,7R)-9,9-dimethyl-3,8,10-trioxatricyclo[5.3.0.02,4]decan-5-ol
• CAS: 229178-99-8
• 化学式: C₉H₁₄O₄
• 分子量: 186.208
• InChiKey: XIBNQVWKZTYPBH-CBQIKETKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1R,2S,4S,5R,7R)-9,9-dimethyl-3,8,10-trioxatricyclo[5.3.0.02,4]decan-5-ol 在 溶剂黄146 作用下， 以82%的产率得到(1R,2R,3R,5R,6S)-7-Oxa-bicyclo[4.1.0]heptane-2,3,5-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：

  Toluene-4-sulfonic acid (3aS,4R,4aR,7aR,8aR)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl ester 在 sodium methylate 、 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 (1R,2S,4S,5R,7R)-9,9-dimethyl-3,8,10-trioxatricyclo[5.3.0.02,4]decan-5-ol
  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