1-(furan-2-yl)ethyl 2-tosylacetate | 1171235-02-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(furan-2-yl)ethyl 2-tosylacetate
• 英文别名: 1-(Furan-2-yl)ethyl 2-(4-methylphenyl)sulfonylacetate；1-(furan-2-yl)ethyl 2-(4-methylphenyl)sulfonylacetate
• CAS: 1171235-02-1
• 化学式: C₁₅H₁₆O₅S
• 分子量: 308.355
• InChiKey: AMJMXRDHLPQSAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  82
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(furan-2-yl)ethyl 2-tosylacetate 在 potassium acetate 作用下， 以 氘代氯仿 为溶剂， 反应 12.05h， 以100%的产率得到2-ethyl-3-(tosylmethyl)furan
  参考文献：
  名称：

  Reactivity of dearomatised furans synthesised via the decarboxylative Claisen rearrangement

  摘要：

  The decarboxylative Claisen rearrangement (dCr) reaction of 1-(furan-2-yl)ethyl 2-tosylacetate afforded 2-ethylidene-3-(tosylmethyl)-2,3-dihydrofuran. Reaction of the dearomatised heterocycle with a variety of electrophiles gave addition products With excellent syn-diastereoselectivity. The furanol adducts were then utilised as functionalised scaffolds for a series of subsequent transformations. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.091
• 作为产物：
  描述：

  DL-1-(2-呋喃基)乙醇 、 对甲苯磺酰乙酸 在 三乙胺 、 N,N'-二异丙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以2.2 g的产率得到1-(furan-2-yl)ethyl 2-tosylacetate
  参考文献：
  名称：

  Reactivity of dearomatised furans synthesised via the decarboxylative Claisen rearrangement

  摘要：

  The decarboxylative Claisen rearrangement (dCr) reaction of 1-(furan-2-yl)ethyl 2-tosylacetate afforded 2-ethylidene-3-(tosylmethyl)-2,3-dihydrofuran. Reaction of the dearomatised heterocycle with a variety of electrophiles gave addition products With excellent syn-diastereoselectivity. The furanol adducts were then utilised as functionalised scaffolds for a series of subsequent transformations. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.091

文献信息

• Reactivity of dearomatised furans synthesised via the decarboxylative Claisen rearrangement
  作者：Jason E. Camp、Donald Craig

  DOI：10.1016/j.tetlet.2009.03.091

  日期：2009.7

  The decarboxylative Claisen rearrangement (dCr) reaction of 1-(furan-2-yl)ethyl 2-tosylacetate afforded 2-ethylidene-3-(tosylmethyl)-2,3-dihydrofuran. Reaction of the dearomatised heterocycle with a variety of electrophiles gave addition products With excellent syn-diastereoselectivity. The furanol adducts were then utilised as functionalised scaffolds for a series of subsequent transformations. (C) 2009 Elsevier Ltd. All rights reserved.