(2'S,2a1'S,4'R,4a'R,6a'S,7'S)-7'-bromo-2',2a',2a1',4',4a',6a'-hexahydrospiro[[1,3]dioxolane-2,3'-[2,4]methanopentaleno[1,6-bc]furan] | 259264-23-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2'S,2a1'S,4'R,4a'R,6a'S,7'S)-7'-bromo-2',2a',2a1',4',4a',6a'-hexahydrospiro[[1,3]dioxolane-2,3'-[2,4]methanopentaleno[1,6-bc]furan]
• CAS: 259264-23-8
• 化学式: C₁₂H₁₃BrO₃
• 分子量: 285.137
• InChiKey: XFKAJZXOMVNYBW-IMOXPNBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.32
• 重原子数：
  16.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2'S,2a1'S,4'R,4a'R,6a'S,7'S)-7'-bromo-2',2a',2a1',4',4a',6a'-hexahydrospiro[[1,3]dioxolane-2,3'-[2,4]methanopentaleno[1,6-bc]furan] 在 Amberlyst 、 溶剂黄146 、 锌 作用下， 生成 (2RS,3RS,7SR,8RS,9SR)-5,5-dimethylspiro[dihydro[1,3]dioxolane]-2,13-4,6-dioxatetracyclo[8.2.1.0^2,9.0^3,7]tridec-11-en-8-ol
  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：

  (1'S,2'S,3'S,6'R,7'R)-Spiro([1,3]dioxolane-2,10'-tricyclo[5.2.1.0^2,6]deca-4',8'-dien)-3'-ol 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以80%的产率得到(2'S,2a1'S,4'R,4a'R,6a'S,7'S)-7'-bromo-2',2a',2a1',4',4a',6a'-hexahydrospiro[[1,3]dioxolane-2,3'-[2,4]methanopentaleno[1,6-bc]furan]
  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