(+/-)-2-anti-twist-brendanol | 87507-39-9

• 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: (+/-)-2-anti-twist-brendanol
• 英文别名: (1R,2R,3R,6S,8R)-tricyclo[4.3.0.03,8]nonan-2-ol
• CAS: 87507-39-9
• 化学式: C₉H₁₄O
• 分子量: 138.21
• InChiKey: BLWUVGYINBHKDN-XDQCBXAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (+/-)-2-anti-twist-brendanol 生成 (1S,2S,3aS,5R,7aS)-Octahydro-2,5-cyclo-inden-1-ol
  参考文献：
  名称：

  Lipase-catalyzed enantioselective acylation of alcohols: a predictive active site model for lipase YS to identify which enantiomer of an alcohol reacts faster in this acylation

  摘要：

  Primary alcohols having a hydroxymethyl group at an S stereogemic center and secondary alcohols with an R configuration are preferentially acylated to give the corresponding acetates by lipase YS (from Pseudomonas fluorescens)-catalyzed acylation using isopropenyl acetate as the acylating agent in diisopropyl ether. On the basis of enantiomer selectivities observed, a predictive active site model for lipase YS is proposed for identifying which enantiomer of a primary or a secondary alcohol reacts faster in this acylation.

  DOI：

  10.1016/0957-4166(95)00316-h
• 作为产物：
  描述：

  (+/-)-2-twist-brendanone 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 4.0h， 以87%的产率得到(+/-)-2-anti-twist-brendanol
  参考文献：
  名称：

  Stereochemistry of horse liver alcohol dehydrogenase mediated oxidoreduction of 2-brendanone type cage-shaped tricyclic ketones and the related stereoisomeric alcohols

  摘要：

  DOI：

  10.1021/jo00171a036

文献信息

• Naemura, Koichiro; Fukuda, Ritsuko; Konishi, Masayoshi, Journal of the Chemical Society. Perkin transactions I, 1994, # 10, p. 1253 - 1256
  作者：Naemura, Koichiro、Fukuda, Ritsuko、Konishi, Masayoshi、Hirose, Keiji、Tobe, Yoshito

  DOI：——

  日期：——
• Naemura Koichiro, Fukuda Ritsuko, Konishi Masayoshi, Hirose Keiji, Tobe Y+, J. Chem. Soc. Perkin Trans. 1, (1994) N 10, S 1253- 1256
  作者：Naemura Koichiro, Fukuda Ritsuko, Konishi Masayoshi, Hirose Keiji, Tobe Y+

  DOI：——

  日期：——