1-苯基-2-哌啶-2-基乙醇 | 73853-37-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 1-苯基-2-哌啶-2-基乙醇
• 英文名称: 1-phenyl-2-(piperidin-2-yl)ethan-1-ol
• 英文别名: 1-phenyl-2-(2-piperidyl)-ethanol；(+/-)-norallosedamine；1-phenyl-2-piperidin-2-yl-ethanol；1-phenyl-2-[2]piperidyl-ethanol；1-Phenyl-2-[2]piperidyl-aethanol；Phenyl--carbinol；1-Phenyl-2-piperidin-2-ylethanol
• CAS: 73853-37-9
• 化学式: C₁₃H₁₉NO
• 分子量: 205.3
• InChiKey: OPZVPQVONVBYTF-UHFFFAOYSA-N

物化性质

• 熔点：
  85 °C
• 沸点：
  165 °C(Press: 4 Torr)
• 密度：
  1.031±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-苯基-2-哌啶-2-基乙醇 在 lithium aluminium tetrahydride 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 氘代氯仿 、 二氯甲烷 为溶剂， 反应 6.33h， 生成 (aS,2S)-1-甲基-alpha-苯基-2-哌啶乙醇
  参考文献：
  名称：

  Enantioselective Synthesis of Lobeline via Nonenzymatic Desymmetrization

  摘要：

  Lobeline has been prepared in enantiopure form via desymmetrization of lobelanidine with use of BTM, a nonenzymatic enantioselective acyl transfer catalyst.

  DOI：

  10.1021/ol071064i
• 作为产物：
  描述：

  3-phenylhexahydro-1H,3H-pyrido[1,2-c][1,3]oxazin-1-one 在 potassium hydroxide 作用下， 以 甲苯 、 叔丁醇 为溶剂， 反应 0.5h， 以86%的产率得到1-苯基-2-哌啶-2-基乙醇
  参考文献：
  名称：

  Intermolecular [4 + 2] process of N-acyliminium ions with simple olefins for construction of functional substituted-1,3-oxazinan-2-ones

  摘要：

  DOI：

  10.1016/j.cclet.2021.05.003

文献信息

• The use of nitrones in the synthesis of anatoxin-a, very fast death factor
  作者：Joseph J. Tufariello、Harold Meckler、K.Pushpananda A. Senaratne

  DOI：10.1016/s0040-4020(01)96699-2

  日期：1985.1

  The synthesis of anatoxin-a (1) was completed by using the cycloaddition of 1-pyrroline 1-oxide (2) onto dienol (6), a reaction which proceeded with high stereoselectivity, regioselectivity, and site selectivity. The resultant adduct (i.e. 7) was oxidized to a second nitrone (i.e. 8) which undergoes a second closure to afford cycloadduct 9a with regiospecificity. The conversion of 9a into anatoxin-a

  Anatoxin-a（1）的合成是通过将1-pyrroline 1-oxide（2）环加成到二烯醇（6）上来完成的，该反应以高立体选择性，区域选择性和位点选择性进行。将所得的加合物（即7）氧化为第二硝酮（即8），将其进行第二次封闭以提供具有区域特异性的环加合物9a。将9a转化为盐酸Anatoxin-a（1 ·HCl）既直接又有效。
• Proton magnetic resonance studies of compounds with bridgehead nitrogen atoms—VI
  作者：T.A. Crabb、R.F. Newton

  DOI：10.1016/s0040-4020(01)96281-7

  日期：1968.1

  The configurations and preferred conformations of some substituted octahydropyrido[1,2-c]1,3-oxazines have been deduced on the basis of NMR spectra and the 2700–2850 cm−1 region of the IR spectra. The configurations of (±) sedridin and (±) sedamin have been confirmed. The importance of dipole interactions in determining the preferred conformations of this system have been illustrated.

  一些取代的八氢吡啶并[1,2-c] 1,3-恶嗪的构型和优选构象是根据NMR光谱和IR光谱的2700-2850 cm -1区域推导的。（±）sedridin和（±）sedamin的构型已得到确认。已经说明了偶极相互作用在确定该系统的优选构象中的重要性。
• Winterfeld,K.; Geschonke,H., Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft, 1963, vol. 296, # 1, p. 38 - 47
  作者：Winterfeld,K.、Geschonke,H.

  DOI：——

  日期：——
• Alkaloids of some european and macaronesian sedoideae and sempervivoideae (Crassulaceae)
  作者：Jan F. Stevens、Henk 'T Hart、Henk Hendriks、Theo M. Malingré

  DOI：10.1016/s0031-9422(00)97554-x

  日期：1992.1

  Some 22 pyrrolidine and piperdine alkaloids were detected in the leafy parts of Sedum acre, S. aetnense, S. anglicum, S. brissemoreti, S. farinosum, S. fusiforme, S. lancerottense, S. melanantherum, and S. nudum. In addition to the alkaloids known from S. acre, 1-(2-pyrrolidyl)-propan-2-one and 2-monosubstituted piperidine alkaloids bearing butan-2-one, butan-2-ol, pentan-2-one and pentan-2-ol sidechains were identified. Phenylethylamine was isolated from the vegetative parts of S. album. In S. lydium, S. meyeri-johannis, and 16 species of S. series Rupestria, Aeonium, Greenovia, Jovibarba and Sempervivum no alkaloids could be detected. The results indicate a correlation between the presence of alkaloids and the major evolutionary trends in the European and Macaronesian Crassulaceae.
• Boruah, Monalisa; Konwar, Dilip, Journal of Chemical Research - Part S, 2000, # 5, p. 232 - 233
  作者：Boruah, Monalisa、Konwar, Dilip

  DOI：——

  日期：——