(3aR,4S,4aR,6S,7R,8R,8aS,9R,9aS)-10,10-dimethoxy-2,2-dimethyldecahydro-5,8-methanonaphtho[2,3-d][1,3]dioxole-4,6,7,9-tetraol | 259264-18-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,4S,4aR,6S,7R,8R,8aS,9R,9aS)-10,10-dimethoxy-2,2-dimethyldecahydro-5,8-methanonaphtho[2,3-d][1,3]dioxole-4,6,7,9-tetraol
• CAS: 259264-18-1
• 化学式: C₁₆H₂₆O₈
• 分子量: 346.378
• InChiKey: UBMVAPSQVQZNLV-RBVMONIGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.56
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  117.84
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  丙酮 、 (3aR,4S,4aR,6S,7R,8R,8aS,9R,9aS)-10,10-dimethoxy-2,2-dimethyldecahydro-5,8-methanonaphtho[2,3-d][1,3]dioxole-4,6,7,9-tetraol 在 Amberlyst 作用下， 以96%的产率得到(3aR,4R,4aS,5R,5aS,8aR,9S,9aR,10aS)-5,9-dihydroxy-2,2,7,7-tetramethyldecahydro-4,10-methanonaphtho[2,3-d:6,7-d']bis([1,3]dioxole)-11-one
  参考文献：
  名称：

  Polycyclitols: Stereoselective synthesis of decalin and diquinane based polyols as potential glycomimics

  摘要：

  Stereoselective syntheses of novel, polyhydroxylated decalins and diquinanes (enantidpure) bearing ten and eight stereogenic centres, respectively, from readily available starting materials is reported. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01895-x
• 作为产物：
  描述：

  (1R,4S,4aS,5S,8R,8aR)-2,2,3,3-Tetrachloro-9,9-dimethoxy-1,2,3,4,4a,5,8,8a-octahydro-1,4-methano-naphthalene-5,8-diol 在 四氧化锇 、 Amberlyst 、 氨 、 sodium 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 (3aR,4S,4aR,6S,7R,8R,8aS,9R,9aS)-10,10-dimethoxy-2,2-dimethyldecahydro-5,8-methanonaphtho[2,3-d][1,3]dioxole-4,6,7,9-tetraol
  参考文献：
  名称：

  Polycyclitols: Stereoselective synthesis of decalin and diquinane based polyols as potential glycomimics

  摘要：

  Stereoselective syntheses of novel, polyhydroxylated decalins and diquinanes (enantidpure) bearing ten and eight stereogenic centres, respectively, from readily available starting materials is reported. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01895-x