间溴甲苯基叔丁基醚 | 327184-93-0

• 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: 间溴甲苯基叔丁基醚
• 英文名称: 3-tert-butoxy-α-bromotoluene
• 英文别名: (3-tert-butoxy-phenyl)methyl bromide；1-Bromomethyl-3-tert-butoxy-benzene；1-(bromomethyl)-3-[(2-methylpropan-2-yl)oxy]benzene
• CAS: 327184-93-0
• 化学式: C₁₁H₁₅BrO
• 分子量: 243.143
• InChiKey: GIJVMLYENVUUGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  间溴甲苯基叔丁基醚 在 盐酸 、 lithium hydroxide 、 正丁基锂 作用下， 以 乙醇 为溶剂， 生成 (2S)-2-[[(2S)-1-[[(2S)-3-[[(2R)-2-amino-3-(3-hydroxyphenyl)propanoyl]amino]-1-[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methylamino]-1-oxopropan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]carbamoylamino]-3-(3-hydroxyphenyl)propanoic acid
  参考文献：
  名称：

  A solid-phase approach to analogues of the antibiotic mureidomycin

  摘要：

  A library of 80 analogues of the antibacterial compound mureidomycin was prepared using solid-phase chemistry techniques. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00560-6
• 作为产物：
  描述：

  (3-tert-butoxyphenyl)methanol 在 四溴化碳 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以88%的产率得到间溴甲苯基叔丁基醚
  参考文献：
  名称：

  A Versatile Synthetic Approach toward Diversity Libraries using Monosaccharide Scaffolds

  摘要：

  The pyranose scaffold is unique in its ability to position pharmacophore substituents in various ways in 3D space, and unique pharmacophore scanning libraries could be envisaged that focus on scanning topography rather than diversity in the type Of substituents. Approaches have been described that make use of amine and acid functionalities on the pyranose scaffolds to append substituents, and this has enabled the generation of libraries of significant structural diversity. Our general aim was to generate libraries of pyranose-based drug-like mimetics, where the substituents are held close to the scaffold, in order to obtain molecules with better defined positions for the pharmacophore substituents. Here we describe the development of a versatile synthetic route toward peptide mimetics build oil 2-amino pyranose scaffolds. The method allows introduction of a wide range of substituent types, it is regio- and stereospecific, and the later diversity steps are performed on solid phase. Further, the same process was applied oil glucose mid allose scaffolds, in the exemplified cases, and is likely adaptable to other pyranose building blocks. The methods developed in this work give access to molecules that position the three selected binding elements in various 3D orientations oil a pyranose scaffold and have been applied for the production of a systematically diverse library of several hundred monosaccharide-based mimetics.

  DOI：

  10.1021/jo9021919

文献信息

• Palladium-Catalyzed Tandem Heck Reaction/CH Functionalization—Preparation of Spiro-Indane-Oxindoles
  作者：Rebecca T. Ruck、Mark A. Huffman、Mary M. Kim、Michael Shevlin、Wynne V. Kandur、Ian W. Davies

  DOI：10.1002/anie.200800549

  日期：2008.6.9