Tert-butyl 2-(1-phenylpropan-2-yloxycarbonyloxy)acetate

• 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: Tert-butyl 2-(1-phenylpropan-2-yloxycarbonyloxy)acetate
• 化学式: C₁₆H₂₂O₅
• 分子量: 294.348
• InChiKey: AOJNJHNXYBVREX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  溴乙酸叔丁酯 、 1-苯基-2-丙醇 、 caesium carbonate 在 四丁基碘化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以72%的产率得到Tert-butyl 2-(1-phenylpropan-2-yloxycarbonyloxy)acetate
  参考文献：
  名称：

  Cs2CO3 promoted O-alkylation of alcohols for the preparation of mixed alkyl carbonates

  摘要：

  The presence of cesium carbonate and tetrabutylammonium iodide (TBAI) facilitated efficient O-alkylation of alcohols with alkyl halides, giving rise to the exclusive formation of mixed alkyl carbonates. The cesium effect was also examined comparatively with other alkali carbonates. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00084-2

文献信息

• Efficient Cs2CO3-promoted solution and solid phase synthesis of carbonates and carbamates in the presence of TBAI
  作者：Ralph N Salvatore、Feixia Chu、Advait S Nagle、Elona A Kapxhiu、Richard M Cross、Kyung Woon Jung

  DOI：10.1016/s0040-4020(02)00286-7

  日期：2002.4

  Novel solution and solid-phase methods for the synthesis of carbonates and carbamates were developed using cesium bases and TBAI via a three-component coupling. Cesium carbonate not only promoted successful carbonylations of alcohols and carbamations of amines, but also suppressed common side reactions traditionally seen using existing protocols. Various alcohols and amines were examined, using a wide

  利用铯碱和TBAI，通过三组分偶联，开发了用于合成碳酸盐和氨基甲酸酯的新型溶液和固相方法。碳酸铯不仅可以促进醇的成功羰基化和胺的氨基甲酸酯化，而且还可以抑制传统上使用现有方案观察到的常见副反应。使用各种各样的烷基卤化物检查了各种醇和胺，结果表明该方法具有高度的化学选择性。特别地，使用对空间有要求的底物或氨基酸衍生物只能提供相应的产物，从而提供了广泛的应用，例如新颖的保护基和拟肽合成。
• Alkyl Carbonates:  Efficient Three Component Coupling of Aliphatic Alcohols, CO₂, and Alkyl Halides in the Presence of Cs₂CO₃
  作者：Seok-In Kim、Feixia Chu、Eric E. Dueno、Kyung Woon Jung

  DOI：10.1021/jo990520g

  日期：1999.6.1
• Cs2CO3 promoted O-alkylation of alcohols for the preparation of mixed alkyl carbonates
  作者：Feixia Chu、Eric E. Dueno、Kyung Woon Jung

  DOI：10.1016/s0040-4039(99)00084-2

  日期：1999.3

  The presence of cesium carbonate and tetrabutylammonium iodide (TBAI) facilitated efficient O-alkylation of alcohols with alkyl halides, giving rise to the exclusive formation of mixed alkyl carbonates. The cesium effect was also examined comparatively with other alkali carbonates. (C) 1999 Elsevier Science Ltd. All rights reserved.