methyl 2,2,3-trimethyl-3-(1-methyl-1H-indol-2-yl)butanoate | 1170901-85-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: methyl 2,2,3-trimethyl-3-(1-methyl-1H-indol-2-yl)butanoate
• 英文别名: Methyl 2,2,3-trimethyl-3-(1-methylindol-2-yl)butanoate
• CAS: 1170901-85-5
• 化学式: C₁₇H₂₃NO₂
• 分子量: 273.375
• InChiKey: JKDKCVQUFWSPGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-甲氧基-1-(三甲基甲硅氧基)-2-甲基-1-丙烯 、 1-(1-Methyl-2-indolyl)-1-methylethanol 在 三氟甲磺酸三甲基硅酯 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以93%的产率得到methyl 2,2,3-trimethyl-3-(1-methyl-1H-indol-2-yl)butanoate
  参考文献：
  名称：

  Synthesis of β-heteroaryl propionates via trapping of carbocations with π-nucleophiles

  摘要：

  A variety of heterocyclic alcohols and acetates were Coupled with silyl ketene acetals and other pi-nucleophiles in the presence of trimethylsilyl trifluoromethanesulfonate to provide an array Of Substituted beta-heteroaryl propionates, including those with contiguous quaternary centers, as well as vinylogs thereof. This reaction also proceeds with high diastereoselectivity when the pi-nucleophile bears a chiral auxiliary. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.018

文献信息

• Synthesis of β-heteroaryl propionates via trapping of carbocations with π-nucleophiles
  作者：Tsung-hao Fu、Amy Bonaparte、Stephen F. Martin

  DOI：10.1016/j.tetlet.2009.02.018

  日期：2009.7

  A variety of heterocyclic alcohols and acetates were Coupled with silyl ketene acetals and other pi-nucleophiles in the presence of trimethylsilyl trifluoromethanesulfonate to provide an array Of Substituted beta-heteroaryl propionates, including those with contiguous quaternary centers, as well as vinylogs thereof. This reaction also proceeds with high diastereoselectivity when the pi-nucleophile bears a chiral auxiliary. (C) 2009 Elsevier Ltd. All rights reserved.