2-tert-butoxyphenyl benzoate | 136864-81-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 2-tert-butoxyphenyl benzoate
• 英文别名: [2-[(2-Methylpropan-2-yl)oxy]phenyl] benzoate
• CAS: 136864-81-8
• 化学式: C₁₇H₁₈O₃
• 分子量: 270.328
• InChiKey: NXBJXONZZJTOKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-tert-butoxyphenyl benzoate 在 盐酸 、 sodium hydroxide 盐酸 、 sodium hydroxide 、 sodium carbonate 、 三乙胺 、 sodium nitrite 、 对氨基苯磺酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 8.33h， 生成 4-amino-2-tert-butoxyphenyl benzoate, benzaldehyde imine
  参考文献：
  名称：

  新型用于固相合成的“安全捕获”酯连接剂的制备。

  摘要：

  已在聚苯乙烯树脂上合成了一种新的酯“安全捕获”接头。该2-叔丁氧基苯酚树脂10可以被酰化以产生相对稳定的酯，该酯将允许亲核化学而在连接的酯基团处不发生反应。用酸除去叔丁基可掩盖高反应性的2-羟基苯基酯，该酯易于与亲核试剂反应，导致产物从树脂中释放出来。通过用各种溴酸酰化树脂，用硫醇，酚或胺进行亲核取代，用三氟乙酸活化酯并用胺从树脂上裂解以高产率得到（亲核）取代的羧酰胺，可以举例说明该序列。和纯度。

  DOI：

  10.1021/jo0012086
• 作为产物：
  描述：

  苯甲酸 在 三氟甲磺酸 、 磷酸 、 phosphorus pentoxide 作用下， 生成 2-tert-butoxyphenyl benzoate
  参考文献：
  名称：

  Spontaneous resolution among chiral glycerol derivatives: crystallization features of ortho-alkoxysubstituted phenyl glycerol ethers

  摘要：

  Five chiral arylglycerol ethers 2-R-C6H4-O-CH2CH(OH)CHOH (R = OMe, OEt, OPrn, OPri, OBui) have been prepared in racemic and enantiopure form. The melting points and enthalpies of fusion of every species were measured by differential scanning calorimetry. Binary phase diagrams were reconstructed for the whole family, the entropies of the mixing of the enantiomers in the liquid state. and Gibbs free energy of formation of the racemic compound, as well as Pettersson i-values were derived from the thermal data. The differences in the phase behavior of the investigated compounds were associated with the conformations of the alkoxy fragments. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.08.019

文献信息

• Spontaneous resolution among chiral glycerol derivatives: crystallization features of ortho-alkoxysubstituted phenyl glycerol ethers
  作者：Alexander A. Bredikhin、Zemfira A. Bredikhina、Dmitry V. Zakharychev、Larisa V. Konoshenko

  DOI：10.1016/j.tetasy.2007.08.019

  日期：2007.8

  Five chiral arylglycerol ethers 2-R-C6H4-O-CH2CH(OH)CHOH (R = OMe, OEt, OPrn, OPri, OBui) have been prepared in racemic and enantiopure form. The melting points and enthalpies of fusion of every species were measured by differential scanning calorimetry. Binary phase diagrams were reconstructed for the whole family, the entropies of the mixing of the enantiomers in the liquid state. and Gibbs free energy of formation of the racemic compound, as well as Pettersson i-values were derived from the thermal data. The differences in the phase behavior of the investigated compounds were associated with the conformations of the alkoxy fragments. (c) 2007 Elsevier Ltd. All rights reserved.
• The Preparation of a New “Safety Catch” Ester Linker for Solid-Phase Synthesis
  作者：Claire L. Beech、John F. Coope、Gary Fairley、Philip S. Gilbert、Brian G. Main、Karen Plé

  DOI：10.1021/jo0012086

  日期：2001.4.1

  with various bromo acids, carrying out nucleophilic displacements with thiols, phenols, or amines, activating the ester with trifluoroacetic acid and cleaving from the resin with amines to give the (nucleophile) substituted carboxamides in high yield and purity. Kinetic studies with a model ester revealed half-lives for reaction with morpholine of 119 h for the tert-butoxyphenyl ester and 1 min for the

  已在聚苯乙烯树脂上合成了一种新的酯“安全捕获”接头。该2-叔丁氧基苯酚树脂10可以被酰化以产生相对稳定的酯，该酯将允许亲核化学而在连接的酯基团处不发生反应。用酸除去叔丁基可掩盖高反应性的2-羟基苯基酯，该酯易于与亲核试剂反应，导致产物从树脂中释放出来。通过用各种溴酸酰化树脂，用硫醇，酚或胺进行亲核取代，用三氟乙酸活化酯并用胺从树脂上裂解以高产率得到（亲核）取代的羧酰胺，可以举例说明该序列。和纯度。