1-(((10-bromodecyl)oxy)methyl)-4-methoxybenzene | 207795-40-2

• 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-(((10-bromodecyl)oxy)methyl)-4-methoxybenzene
• 英文别名: 1-{[(10-Bromodecyl)oxy]methyl}-4-methoxybenzene；1-(10-bromodecoxymethyl)-4-methoxybenzene
• CAS: 207795-40-2
• 化学式: C₁₈H₂₉BrO₂
• 分子量: 357.331
• InChiKey: RXEOAYVMHFYQNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  21
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(((10-bromodecyl)oxy)methyl)-4-methoxybenzene 在 montmorillonite K 10 supported ammonium nitrate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.05h， 以86%的产率得到10-溴-1-癸醇
  参考文献：
  名称：

  微波热解IV：在干燥介质中使用粘土负载的硝酸铵“ clayan”对MPM醚进行选择性脱保护

  摘要：

  描述了在微波辐射下使用粘土负载的硝酸铵对（4-甲氧基苯基）-甲基（MPM）醚的选择性脱保护。避免了使用昂贵的试剂和与浆液反应有关的问题。

  DOI：

  10.1016/s0040-4039(98)00352-9
• 作为产物：
  描述：

  1,10-癸二醇 在 氢溴酸 作用下， 以 二氯甲烷 、 环己烷 、 水 、 甲苯 为溶剂， 反应 28.0h， 生成 1-(((10-bromodecyl)oxy)methyl)-4-methoxybenzene
  参考文献：
  名称：

  Total synthesis of motualevic acids A–F, (E) and (Z)-antazirines

  摘要：

  Total synthesis of motualevic acids A-F and (E) & (Z) geometrical isomers of antazirines has been achieved from a commercially available starting material, 1,10-decanediol. The synthesis of motualevic acid E served as a common key intermediate for the synthesis of most of these natural products. The key steps involved in this synthesis were Wittig olefination, Corey-Fuchs reaction, Neber reaction, amide coupling. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.12.092

文献信息

• Synthesis of calix[4]arene library substituted with peptides at the upper rim
  作者：Hideaki Hioki、Yumiko Ohnishi、Miwa Kubo、Emi Nashimoto、Yukinori Kinoshita、Miho Samejima、Mitsuaki Kodama

  DOI：10.1016/j.tetlet.2003.10.215

  日期：2004.1

  A fluorescence-labeled calix[4]arene library substituted with peptides at the upper rim was synthesized. Screening of the library for binding a dye-labeled oligopeptide indicated that some peptidocalix[4]arenes selectively bind the oligopeptide. The chemosensitivity of the library members for a target peptide was also investigated.

  合成了一个荧光标记的杯[4]芳烃库，该库在上缘被肽取代。筛选与染料标记的寡肽结合的文库表明某些肽杯[4]芳烃选择性结合寡肽。还研究了文库成员对靶肽的化学敏感性。
• Nucleophilic Deprotection of <i>p</i>-Methoxybenzyl Ethers Using Heterogeneous Oxovanadium Catalyst
  作者：Rei Ikeda、Tomoya Nishio、Kyohei Kanomata、Shuji Akai

  DOI：10.1248/cpb.c23-00897

  日期：2024.2.21

  V-MPS4 catalyst was reusable up to six times without a significant loss in the product yield. The advantages of using the heterogeneous catalyst were further demonstrated by conducting the deprotection reaction in a continuous flow process, which resulted in a 2.7-fold higher catalyst turnover number and 60-fold higher turnover frequency compared to those of the corresponding batch reaction. Fullsize

  使用非均相氧钒催化剂 V-MPS4 和硫醇亲核试剂开发了对甲氧基苯甲基 (PMB) [对甲氧基苯基甲基 (MPM)] 醚的亲核脱保护。该脱保护方法反应范围较广，包括带有各种官能团的伯醇、仲醇和叔醇的PMB醚。此外，V-MPS4催化成功去除了氧化不稳定的天然产物的PMB醚，而PMB脱保护的常见氧化方法提供了复杂的混合物。 V-MPS4 催化剂可重复使用六次，且产品收率没有显着损失。通过在连续流动过程中进行脱保护反应，进一步证明了使用非均相催化剂的优势，与相应的间歇反应相比，催化剂周转数提高了2.7倍，周转频率提高了60倍。  全尺寸图像
• Microwave thermolysis IV: Selective deprotection of MPM ethers using clay supported ammonium nitrate “clayan” in dry media
  作者：J.S Yadav、H.M Meshram、G Sudershan Reddy、G Sumithra

  DOI：10.1016/s0040-4039(98)00352-9

  日期：1998.5

  Selective deprotection of (4-methoxyphenyl)-methyl (MPM) ethers using clay supported ammonium nitrate under microwave irradiation is described. The use of expensive reagents and problems associated with slurry reactions are avoided.

  描述了在微波辐射下使用粘土负载的硝酸铵对（4-甲氧基苯基）-甲基（MPM）醚的选择性脱保护。避免了使用昂贵的试剂和与浆液反应有关的问题。
• Total synthesis of motualevic acids A–F, (E) and (Z)-antazirines
  作者：Vilas D. Kadam、Gangarajula Sudhakar

  DOI：10.1016/j.tet.2014.12.092

  日期：2015.2

  Total synthesis of motualevic acids A-F and (E) & (Z) geometrical isomers of antazirines has been achieved from a commercially available starting material, 1,10-decanediol. The synthesis of motualevic acid E served as a common key intermediate for the synthesis of most of these natural products. The key steps involved in this synthesis were Wittig olefination, Corey-Fuchs reaction, Neber reaction, amide coupling. (C) 2014 Elsevier Ltd. All rights reserved.