6-羟基-2,7-二甲基辛烷-4-酮 | 93919-11-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 6-羟基-2,7-二甲基辛烷-4-酮
• 英文名称: 6-hydroxy-2,7-dimethyl-4-octanone
• 英文别名: 6-Hydroxy-2,7-dimethyloctan-4-one
• CAS: 93919-11-0
• 化学式: C₁₀H₂₀O₂
• 分子量: 172.268
• InChiKey: DLUOUVXXRXNEQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2914400090

反应信息

• 作为反应物：
  描述：

  6-羟基-2,7-二甲基辛烷-4-酮 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 2,7-dimethyl-oct-5-en-4-one
  参考文献：
  名称：

  Sequential "Bis-Michael" Additions of Dienolates with C60: Rapid Access to Sterically Congested Buckminsterfullerene Derivatives with Defined Stereochemistry

  摘要：

  DOI：

  10.1021/jo00115a002
• 作为产物：
  描述：

  异丁醛 、 4-甲基-2-戊酮 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 6-羟基-2,7-二甲基辛烷-4-酮
  参考文献：
  名称：

  Sequential "Bis-Michael" Additions of Dienolates with C60: Rapid Access to Sterically Congested Buckminsterfullerene Derivatives with Defined Stereochemistry

  摘要：

  DOI：

  10.1021/jo00115a002

文献信息

• Expedient Synthesis of Highly Substituted Pyrroles via Tandem Rearrangement of α-Diazo Oxime Ethers
  作者：Yaojia Jiang、Wei Chuen Chan、Cheol-Min Park

  DOI：10.1021/ja300552c

  日期：2012.3.7

  An efficient rhodium-catalyzed synthesis of 2H-azirines and pyrroles has been developed. Novel rearrangement of α-oximino ketenes derived from α-diazo oxime ethers provides 2H-azirines bearing quaternary centers and allows for subsequent rearrangement to highly substituted pyrroles in excellent yields.

  已开发出一种高效的铑催化合成 2H-氮丙啶和吡咯。衍生自 α-重氮肟醚的 α-肟基烯酮的新重排提供了带有四元中心的 2H-氮丙啶，并允许随后以优异的产率重排为高度取代的吡咯。
• Stereoselective addition of organometallic reagents to β-hydroxyketones
  作者：José Luis Garcia Ruano、Amelia Tito、Rafael Culebras

  DOI：10.1016/0040-4020(95)01048-3

  日期：1996.2

  Reactions of several β-hydroxyketones with different methylation reagents are reported. The de's are moderated or good (40–75%) and slightly change with the relative steric size of the R groups at the starting hydroxyketone. The syn-diols are predominant in reactions with Me3Al/ZnBr2 and MeLi/Me3Al, whereas the anti-diols are the major ones with MeLi/ZnBr2. The method has been used to synthesize optically

  报道了几种β-羟基酮与不同的甲基化试剂的反应。该德的进行审核或良好（40-75％）中并用在起始羟基酮的R基团的相对立体尺寸略微变化。的顺式-diols是在与我的反应占优势3的Al / ZnBr 2和的MeLi / Me的3的Al，而抗-diols是主要的用的MeLi / ZnBr 2。该方法已用于合成光学纯的（+）-（2 R，4 R）-2-苯基-2,4-戊二醇。
• On the diastereoselectivity of cyanide addition to β-hydroxyketones: One-pot synthesis of syn β-hydroxycyanohydrins and anti 2,4-dihydroxyamides
  作者：Manohar Singh Batra、Francisco J. Aguilar、Ernesto Brunet

  DOI：10.1016/s0040-4020(01)85299-6

  日期：——
• Optimizing the Binding of Fullerene Inhibitors of the HIV-1 Protease through Predicted Increases in Hydrophobic Desolvation
  作者：Simon H. Friedman、Padma S. Ganapathi、Yves Rubin、George L. Kenyon

  DOI：10.1021/jm970689r

  日期：1998.6.1

  We have developed and applied a computational strategy to increase the affinity of fullerene-based inhibitors of the HIV protease. The result is a similar to 50-fold increase in affinity from previously tested fullerene compounds. The strategy is based on the design of derivatives which may potentially increase hydrophobic desolvation upon complex formation, followed by the docking of the hypothetical derivatives into the HIV protease active site and assessment of the model complexes so formed. The model complexes are generated by the program DOCK and then analyzed for desolvated hydrophobic surface. The amount of hydrophobic surface desolvated was compared with a previously tested compound, and if this amount was significantly greater, it was selected as a target. Using this approach, two targets were identified and synthesized, using two different synthetic approaches: a diphenyl C-60 alcohol (5) based on a cyclopropyl derivative of Bingel (Chem. Ber. 1993, 226, 1957-1959) and a diisopropyl cyclohexyl C-60 alcohol (4a) as synthesized by Ganapathi et al. (J. Org. Chem. 1995, 60, 2954-2955). Both showed tighter binding than the originally tested compound (diphenethylaminosuccinate methano-C-60, K-i = 5 mu M) with K-i values of 103 and 150 nM, respectively. In addition to demonstrating the utility of this approach, it shows that simple modification of fullerenes can result in high-affinity ligands of the HIV protease, for which they are highly complementary in structure and chemical nature.
• Highly diastereoselective addition of cyanide to β-hydroxyketones
  作者：Ernesto Brunet、Manohar Singh Batra、Francisco J. Aguilar、José Luis García Ruano

  DOI：10.1016/s0040-4039(00)92403-1

  日期：1991.9

  The addition of cyanide with KCN/ZnI2/TMSCN to beta-hydroxyketones (R1-CHOH-CO-R2, R1 = i-Pr, R2 = Me, Et, i-Bu, i-Pr, t-Bu, R1 = Et, R2 = t-Bu and R1 = Bn, Ph, R2 = i-Bu) produced syn beta-hydroxycyanohydrins in 95% d.e.