4-硝基-1-苯基己烷-3-醇 | 87377-91-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-硝基-1-苯基己烷-3-醇
• 英文名称: 4-nitro-1-phenylhexan-3-ol
• CAS: 87377-91-1
• 化学式: C₁₂H₁₇NO₃
• 分子量: 223.272
• InChiKey: WBXOUMYMGPQEIT-UHFFFAOYSA-N

物化性质

• 沸点：
  375.2±35.0 °C(Predicted)
• 密度：
  1.120±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯丙醛 、 硝基丙烷 在 C₄₀H₃₄CuNO₅ 作用下， 以 乙醇 为溶剂， 反应 72.0h， 生成 4-硝基-1-苯基己烷-3-醇 、 (3S,4S)-4-nitro-1-phenylhexan-3-ol
  参考文献：
  名称：

  Chiral 1,1′-binaphthylazepine derived amino alcohol catalyzed asymmetric Henry reaction

  摘要：

  The catalytic asymmetric Henry reaction of nitromethane to various aldehydes has been developed using a chiral binaphthylazepine derived amino alcohol and Cu(OAc)(2)center dot H2O as the catalyst. High yields and good enantioselectivities (up to 97% ee) were obtained for both aromatic and aliphatic aldehydes. Moreover, this catalytic system also works well for the diastereoselective Henry reaction to afford the corresponding adducts in up to 95:5 syn/anti selectivity and 95% enantioselectivity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.01.026

文献信息

• A Highly Diastereo- and Enantioselective Copper(I)-Catalyzed Henry Reaction Using a Bis(sulfonamide)−Diamine Ligand
  作者：Wei Jin、Xincheng Li、Boshun Wan

  DOI：10.1021/jo101932a

  日期：2011.1.21

  bis(sulfonamide)−diamine (BSDA) ligands were synthesized from commercially available chiral α-amino alcohols and diamines. The chiral BSDA ligand 3a, coordinated with Cu(I), catalyzes the enantioselective Henry reaction with excellent enantioselectivity (up to 99%). Moreover, with the assistance of pyridine, a CuBr−3a system promotes the diastereoselective Henry reaction with various aldehyde substrates

  从市售的手性α-氨基醇和二胺合成了一系列的双（磺酰胺）-二胺（BSDA）配体。与Cu（I）配位的手性BSDA配体3a以优异的对映选择性（高达99％）催化对映选择性亨利反应。此外，借助吡啶，CuBr- 3a系统可促进与各种醛底物的非对映选择性亨利反应，并以高达99％的收率和32.3：1的顺/反选择性提供相应的顺选择性加合物。顺式加合物的对映体过量为97％。
• Method of producing organic compounds in presence of oxyethylene ether catalyst and in a solvent minimized environment
  申请人：The Texas A&M University System

  公开号：US20040138509A1

  公开（公告）日：2004-07-15

  A process of producing organic compounds, such as acetaminophen, nitroalcohols and indoles, employs a catalyst system of an oxyethylene ether and a metal containing inorganic or organic reagent. The oxyethylene ether at least partially complexes the metal of the inorganic or organic reagent. As such, the reactions may be conducted neat. The processes are environmentally friendly and operationally simple.

  生产有机化合物（如对乙酰氨基酚、硝基醇和吲哚等）的过程采用了氧乙烯醚和含金属的无机或有机试剂的催化系统。氧乙烯醚至少部分与无机或有机试剂中的金属形成络合物。因此，这些反应可以在无溶剂的情况下进行。这些过程环保且操作简单。
• Efficient Diastereoselective and Enantioselective Nitroaldol Reactions from Prochiral Starting Materials: Utilization of La-Li-6,6'-Disubstituted BINOL Complexes as Asymmetric Catalysts
  作者：Hiroaki Sasai、Teruhisa Tokunaga、Shizue Watanabe、Takeyuki Suzuki、Noriie Itoh、Masakatsu Shibasaki

  DOI：10.1021/jo00128a005

  日期：1995.11
• US6969775B2
  申请人：——

  公开号：US6969775B2

  公开（公告）日：2005-11-29
• Chiral 1,1′-binaphthylazepine derived amino alcohol catalyzed asymmetric Henry reaction
  作者：Zong-Liang Guo、Shi Zhong、Yong-Bo Li、Gui Lu

  DOI：10.1016/j.tetasy.2011.01.026

  日期：2011.1

  The catalytic asymmetric Henry reaction of nitromethane to various aldehydes has been developed using a chiral binaphthylazepine derived amino alcohol and Cu(OAc)(2)center dot H2O as the catalyst. High yields and good enantioselectivities (up to 97% ee) were obtained for both aromatic and aliphatic aldehydes. Moreover, this catalytic system also works well for the diastereoselective Henry reaction to afford the corresponding adducts in up to 95:5 syn/anti selectivity and 95% enantioselectivity. (C) 2011 Elsevier Ltd. All rights reserved.