(S)-1-cyclohexyl-2-butanol | 149182-14-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-1-cyclohexyl-2-butanol
• 英文别名: (2S)-1-cyclohexylbutan-2-ol
• CAS: 149182-14-9
• 化学式: C₁₀H₂₀O
• 分子量: 156.268
• InChiKey: WFEFGMXGMUYMSH-JTQLQIEISA-N

物化性质

• 沸点：
  219.2±8.0 °C(predicted)
• 密度：
  0.893±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• 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：

  (S)-1-cyclohexyl-2-butanol 在 吡啶 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 生成 (1S)-1-benzylpropyl 2-cyano-2-methylhydrazinecarboxylate
  参考文献：
  名称：

  Acyclic cyanamide-based inhibitors of cathepsin K

  摘要：

  Conversion of the proline-derived cyanamide lead to an acyclic cyanamide capable of forming an additional hydrogen bond with cathepsin K resulted in a large increase in inhibitory activity. An X-ray structure of a co-crystal of a cyanamide with cathepsin K confirmed the enzyme interaction. Furthermore, a representative acyclic cyanamide inhibitor 6r was able to attenuate bone resorption in the rat calvarial model.

  DOI：

  10.1016/j.bmcl.2005.04.032
• 作为产物：
  描述：

  Toluene-4-sulfonic acid (R)-3-cyclohexyl-2-hydroxy-propyl ester 在 copper(l) iodide 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 2.17h， 生成 (S)-1-cyclohexyl-2-butanol
  参考文献：
  名称：

  Structure−Activity Relationship Studies of Novel Carbocyclic Influenza Neuraminidase Inhibitors

  摘要：

  A series of influenza neuraminidase inhibitors with the cyclohexene scaffold containing lipophilic side chains have been synthesized anti evaluated for influenza A and B neuraminidase inhibitory activity. The size and geometry of side chains have been modified systematically in order to investigate structure-activity relationships of this class of compounds. The X-ray crystal structures of several analogues complexed with neuraminidase revealed that the lipophilic side chains bound to the hydrophobic pocket consisted of Glu276, Ala246, Arg224, and Ile222 of the enzyme active site. The structure-activity relationship studies of this series have also demonstrated remarkably different inhibitory potency between influenza A and B neuraminidase. This indicated that the lipophilic side chains had quite different hydrophobic interactions with influenza A and B neuraminidase despite their complete homology in the active site. Influenza B neuraminidase appeared to be much more sensitive toward the increased steric bulkiness of inhibitors compared to influenza A neuraminidase. From the extensive structure-activity relationship investigation reported in this article, GS 4071 emerged as one of the most potent influenza neuraminidase inhibitors against both influenza A and B strains.

  DOI：

  10.1021/jm980162u

文献信息

• A homoannularly bridged hydroxyamino ferrocene as an efficient catalyst for the enantioselective ethylation of aromatic and aliphatic aldehydes.
  作者：Hans Wally、Michael Widhalm、Walter Weissensteiner、Karl Schlögl

  DOI：10.1016/s0957-4166(00)86069-3

  日期：1993.3

  Eleven aromatic and aliphatic aldehydes have been alkylated with Et2Zn in the presence of the homoannularly bridged hydroxyamino ferrocene I. The resulting carbinols have e.e's varying from 66 to 97%. A mechanistic approach is presented to rationalize the preferred formation of the enantiomer observed.

  在同环桥联的羟氨基二茂铁I的存在下，已经用Et 2 Zn烷基化了11个芳香族和脂肪族醛。所得甲醇的ee值从66％到97％不等。提出了一种机械方法来合理化所观察到的对映异构体的优选形式。