(1-(4-氟苯基)3-丁烯-1-基)氨基甲酸叔丁酯 | 913563-71-0

• 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: (1-(4-氟苯基)3-丁烯-1-基)氨基甲酸叔丁酯
• 英文名称: tert-butyl 1-(4-fluorophenyl)but-3-enylcarbamate
• 英文别名: Tert-butyl (1-(4-fluorophenyl)but-3-en-1-yl)carbamate；tert-butyl N-[1-(4-fluorophenyl)but-3-enyl]carbamate
• CAS: 913563-71-0
• 化学式: C₁₅H₂₀FNO₂
• 分子量: 265.328
• InChiKey: QMQRSIPGNNMLQN-UHFFFAOYSA-N

物化性质

• 熔点：
  89-91 °C
• 沸点：
  356.8±37.0 °C(Predicted)
• 密度：
  1.060±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  (1-(4-氟苯基)3-丁烯-1-基)氨基甲酸叔丁酯 在 tri(cycloxexyl)phosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene]ruthenium(IV) dichloride sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 13.25h， 生成 2-(4-fluorophenyl)-5-trifluoromethyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  RCM-Mediated Synthesis of Trifluoromethyl-Containing Nitrogen Heterocycles

  摘要：

  A ring-closing metathesis mediated pathway to trifluoromethyl-containing piperidines is detailed. This involves the development of a synthetic route to a new (trifluoromethyl)allylating reagent via a Diels-Alder/retro-Diels-Alder strategy, its application in the synthesis of a series of trifluormethyl-substituted diolefin precursors for ring-closing metathesis, and eventually the successful cyclization of these precursor molecules into the corresponding functionalized piperidines.

  DOI：

  10.1021/jo060893z
• 作为产物：
  描述：

  丙烯基三氯硅烷 、 tert-butyl (E)-(4-fluorobenzylidene)carbamate 在 N,N-二甲基甲酰胺 作用下， 以 乙腈 为溶剂， 反应 8.0h， 以78%的产率得到(1-(4-氟苯基)3-丁烯-1-基)氨基甲酸叔丁酯
  参考文献：
  名称：

  Facile Allylation of N‐Boc and N‐Cbz Imines with Allyltrichlorosilane promoted by DMF

  摘要：

  Facile allylation of various N-Boc and N-Cbz imines with allyltrichlorosilane has been effected using N,N-dimethylformamide (DMF) as the activator. The N-Boc and N-Cbz homoallylic amines were obtained in good to high yields under mild conditions.

  DOI：

  10.1080/00397910701860422

文献信息

• Facile Allylation of <i>N</i>‐Boc and <i>N</i>‐Cbz Imines with Allyltrichlorosilane promoted by DMF
  作者：Pengcheng Wu、Jian Sun

  DOI：10.1080/00397910701860422

  日期：2008.3.1

  Facile allylation of various N-Boc and N-Cbz imines with allyltrichlorosilane has been effected using N,N-dimethylformamide (DMF) as the activator. The N-Boc and N-Cbz homoallylic amines were obtained in good to high yields under mild conditions.
• RCM-Mediated Synthesis of Trifluoromethyl-Containing Nitrogen Heterocycles
  作者：Valeria De Matteis、Floris L. van Delft、Harald Jakobi、Stephen Lindell、Jörg Tiebes、Floris P. J. T. Rutjes

  DOI：10.1021/jo060893z

  日期：2006.9.1

  A ring-closing metathesis mediated pathway to trifluoromethyl-containing piperidines is detailed. This involves the development of a synthetic route to a new (trifluoromethyl)allylating reagent via a Diels-Alder/retro-Diels-Alder strategy, its application in the synthesis of a series of trifluormethyl-substituted diolefin precursors for ring-closing metathesis, and eventually the successful cyclization of these precursor molecules into the corresponding functionalized piperidines.