3-phenylpropyl n-hexyl-carbamate | 289714-71-2

• 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: 3-phenylpropyl n-hexyl-carbamate
• 英文别名: 3-phenylpropyl n-hexylcarbamate；Carbamic acid, hexyl-, 3-phenylpropyl ester
• CAS: 289714-71-2
• 化学式: C₁₆H₂₅NO₂
• 分子量: 263.38
• InChiKey: FPTGYRVBYYGQDL-UHFFFAOYSA-N

物化性质

• 沸点：
  395.1±21.0 °C(Predicted)
• 密度：
  0.987±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-苯丙醇 在 吡啶 、 四丁基碘化铵 、 potassium carbonate 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 生成 3-phenylpropyl n-hexyl-carbamate
  参考文献：
  名称：

  AN EFFICIENT ONE POT SYNTHESIS OF CARBAMATE ESTERS THROUGH ALCOHOLIC TOSYLATES*

  摘要：

  An efficient O-alkylation of alcoholic tosylates with amines in a K2CO3/CO2 system in the presence of tetrabutyl ammonium iodide (TBAI) provides exclusive formation of carbamates.

  DOI：

  10.1081/scc-120006028

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。
• A high yielding one-pot, novel synthesis of carbamate esters from alcohols using Mitsunobu's reagent
  作者：Devdutt Chaturvedi、Atul Kumar、S Ray

  DOI：10.1016/j.tetlet.2003.08.018

  日期：2003.10

  A novel process for the one-step conversion of primary alcohols into carbamates as protected amines has been developed using Mitsunobu's reagent in the presence of gaseous carbon dioxide. Thus, carbamate esters of the different amines were prepared in very good to excellent yields.

  使用Mitsunobu的试剂在气态二氧化碳存在下，开发了一种新的方法，可以将伯醇一步一步转化为氨基甲酸酯作为受保护的胺。因此，以非常好的至优异的产率制备了不同胺的氨基甲酸酯。
• An Efficient, One-Pot Synthesis of Carbamates from the Corresponding Alcohols Using Mitsunobu’s Reagent
  作者：Devdutt Chaturvedi、Nisha Mishra、Virendra Mishra

  DOI：10.1007/s00706-006-0557-2

  日期：2007.1

  A novel Mitsunobu -based protocol was developed for the synthesis of carbamates from the corresponding alcohols using carbon dioxide and amines in good to excellent yields. This protocol is mild, chemoselective, and efficient compared to other reported methods.

  开发了一种新的 基于 Mitsunobu 的方案，用于使用二氧化碳和胺从相应的醇合成氨基甲酸酯，收率好至极好。与其他报道的方法相比，该方案是温和的，化学选择性的和有效的。
• Triton-B Catalyzed, Efficient, One-Pot Synthesis of Carbamate Esters from Alcoholic Tosylates
  作者：Devdutt Chaturvedi、Suprabhat Ray

  DOI：10.1007/s00706-005-0452-2

  日期：2006.4

  A novel process for the one-step chemoselective conversion of a variety of alcoholic tosylates into carbamates serving as protected an-fines was developed using benzyltrimethylammonium hydroxide (Triton-B) in the presence of gaseous carbon dioxide. Thus carbamate esters of different amines were prepared in very good to excellent yields.
• A High Yielding, One-Pot, Triton-B Catalyzed, Expeditious Synthesis of Carbamate Esters by Four Component Coupling Methodology
  作者：Devdutt Chaturvedi、S. Ray

  DOI：10.1007/s00706-005-0417-5

  日期：2006.2

  A novel process for the one-step chemoselective conversion of alkyl halides into carbamates as protected amines was developed using benzyltrimethylammonium hydroxide (Triton-B) in presence of gaseous carbon dioxide. Thus, carbamate esters of different amines were prepared in very good to excellent yields.