(1R,2S,4R,6S)-4-(tert-butyldiphenylsilyloxymethyl)bicyclo[4.1.0]heptan-2-ol | 1375467-44-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,2S,4R,6S)-4-(tert-butyldiphenylsilyloxymethyl)bicyclo[4.1.0]heptan-2-ol
• CAS: 1375467-44-9
• 化学式: C₂₄H₃₂O₂Si
• 分子量: 380.602
• InChiKey: UJJKIEHTHCAWOZ-VNHKHXMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (1R,2S,4R,6S)-4-(tert-butyldiphenylsilyloxymethyl)bicyclo[4.1.0]heptan-2-ol 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 (1R,2S,4R,6S)-4-(hydroxymethyl)bicyclo[4.1.0]heptan-2-ol
  参考文献：
  名称：

  Stereoselective synthesis of a novel natural carbasugar and analogues from hydroxymethylated cycloalkenone scaffolds

  摘要：

  Novel carbasugars from Streptomyces lincolnensis have been synthesized from an enantiomerically pure 5-hydroxymethyl-cyclohex-2-enone scaffold via a stereoselective approach. Several structural analogues of those carbasugars have also been synthesized in a stereoselective manner from hydroxymethylated cycloalkenone derivatives. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.03.001
• 作为产物：
  描述：

  (R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-cyclohex-2-enone 在 zinc/copper couple 、 碘 、 L-Selectride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.5h， 生成 (1R,2S,4R,6S)-4-(tert-butyldiphenylsilyloxymethyl)bicyclo[4.1.0]heptan-2-ol
  参考文献：
  名称：

  Stereoselective synthesis of a novel natural carbasugar and analogues from hydroxymethylated cycloalkenone scaffolds

  摘要：

  Novel carbasugars from Streptomyces lincolnensis have been synthesized from an enantiomerically pure 5-hydroxymethyl-cyclohex-2-enone scaffold via a stereoselective approach. Several structural analogues of those carbasugars have also been synthesized in a stereoselective manner from hydroxymethylated cycloalkenone derivatives. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.03.001