苄基N,N-二苄基氨基甲酸酯 | 89970-61-6

• 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: 苄基N,N-二苄基氨基甲酸酯
• 英文名称: Benzyl dibenzylcarbamate
• 英文别名: benzyl N,N-dibenzylcarbamate
• CAS: 89970-61-6
• 化学式: C₂₂H₂₁NO₂
• 分子量: 331.414
• InChiKey: OHASGVFWNOBSKK-UHFFFAOYSA-N

物化性质

• 沸点：
  493.2±35.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  苄基N,N-二苄基氨基甲酸酯 在 三乙基硼氢化锂 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以57%的产率得到二苄胺
  参考文献：
  名称：

  Utilization of lithium triethylborohydride as a selective N-acyl deprotecting agent

  摘要：

  Lithium triethylborohydride has been found to be a superior and selective reagent for the removal of tertiary N-acyl protecting groups. The reagent selectively removes tertiary amide acyl functionality without affecting secondary amide functionality even when they are present in the same molecule. Some tertiary carbamates may be also removed under the same conditions. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)00844-4
• 作为产物：
  描述：

  苄基苄基氨基甲酸酯 、 氯化苄 在 四丁基碘化铵 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 以96%的产率得到苄基N,N-二苄基氨基甲酸酯
  参考文献：
  名称：

  Efficient and selective N-alkylation of carbamates in the presence of Cs2CO3 and TBAI

  摘要：

  Mild and selective N-alkylation of carbamates was carried our in the presence of cesium carbonate, tetra-butylammonium iodide (TBAI), and a halide. This protocol was highly selective and efficient, offering aliphatic and aromatic N-alkyl carbamates exclusively in high yields. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)00019-3

文献信息

• Polymer- and Carbon Nanotube-Supported Heterogeneous Catalysts for the Synthesis of Carbamates from Halides, Amines, and CO2
  作者：Tomasz Krawczyk、Katarzyna Jasiak、Aneta Kokolus、Stefan Baj

  DOI：10.1007/s10562-016-1738-1

  日期：2016.7

  or carbon nanotubes were investigated in a reaction between alkyl halides, amines, and CO2. The yield of carbamates was up to 85 % at 100 °C and 1 MPa of CO2 after 3 h (first stage 25 °C, 1 h) in the presence of Cs2CO3 and DMF as a solvent. The best results were achieved in the case of large ammonium substituents (C4 and C6) in the catalyst, benzyl amine, and benzyl chloride as reagents. The catalysts

  在烷基卤化物、胺和 CO2 之间的反应中研究了一系列固定在聚苯乙烯或碳纳米管上的四烷基铵催化剂。在 Cs2CO3 和 DMF 作为溶剂存在下，在 100°C 和 1 MPa CO2 下，3 小时（第一阶段 25°C，1 小时）后，氨基甲酸酯的产率高达 85%。在催化剂中有较大的铵取代基（C4 和 C6）、苄胺和苄基氯作为试剂的情况下取得了最好的结果。当在循环之间小心干燥时，催化剂在至少五个循环后保持其活性。聚合物和碳纳米管载体同样有效，但后者不太容易失活。图形摘要
• The reaction of n,n-dibenzylcarbamoyl chloride with n-nitrosohydroxylamine
  作者：Masayuki Nakajima、Jean-Pierre Anselme

  DOI：10.1016/s0040-4039(00)99823-x

  日期：1984.1

  The action of N,N-dibenzylcarbamoyl chloride (2) on the sodium salt of N-nitrosohydroxylamines (1) in dry acetonitrile at reflux leads to products whose formation may be rationalized in terms of carbamoylation at either oxygen of the bidentate N-nitrosohydroxylamines.

  N，N-二苄基氨基甲酰氯（2）对无水乙腈中N-亚硝基羟胺（1）的钠盐回流的作用导致生成的产物可以通过在双齿N-亚硝基羟胺的任一氧处的氨基甲酰化来合理化。
• An efficient and chemoselective Cbz-protection of amines using silica–sulfuric acid at room temperature
  作者：Manoj B. Gawande、Vivek Polshettiwar、Rajender S. Varma、Radha V. Jayaram

  DOI：10.1016/j.tetlet.2007.09.091

  日期：2007.11

  A simple, facile, and chemoselective N-benzyloxycarbonylation of amines using silica-sulfuric acid that proceeds under solvent-free conditions at room temperature has been achieved. These reactions are applicable to a wide variety of primary (aliphatic and cyclic) secondary amines, amino alcohols, and heterocyclic amines. (c) 2007 Elsevier Ltd. All rights reserved.
• NAKAJIMA, MASAYUKI;ANSELME, J. -P., TETRAHEDRON LETT., 1984, 25, N 2, 139-140
  作者：NAKAJIMA, MASAYUKI、ANSELME, J. -P.

  DOI：——

  日期：——
• Efficient and selective N-alkylation of carbamates in the presence of Cs2CO3 and TBAI
  作者：Ralph N Salvatore、Seung Il Shin、Vincent L Flanders、Kyung Woon Jung

  DOI：10.1016/s0040-4039(01)00019-3

  日期：2001.3

  Mild and selective N-alkylation of carbamates was carried our in the presence of cesium carbonate, tetra-butylammonium iodide (TBAI), and a halide. This protocol was highly selective and efficient, offering aliphatic and aromatic N-alkyl carbamates exclusively in high yields. (C) 2001 Published by Elsevier Science Ltd.