N-乙基-N-(2-羟乙基)氨基甲酸甲酯 | 72275-36-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: N-乙基-N-(2-羟乙基)氨基甲酸甲酯
• 英文名称: methyl N-ethyl-N-(2-hydroxyethyl)carbamate
• 英文别名: methyl ethyl(2-hydroxyethyl)carbamate
• CAS: 72275-36-6
• 化学式: C₆H₁₃NO₃
• 分子量: 147.174
• InChiKey: FTAGLBQHTCCTOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-乙基-N-(2-羟乙基)氨基甲酸甲酯 在 氯化亚砜 作用下， 以 氯仿 、 苯 为溶剂， 反应 172.08h， 生成 methyl N-ethyl-N-<2-(4-morpholinyl)-ethyl>carbamate
  参考文献：
  名称：

  Synthesis and characterization of a cyclic acylammonium chloride

  摘要：

  DOI：

  10.1021/jo01291a039
• 作为产物：
  描述：

  氯甲酸甲酯 、 N-乙基乙醇胺 以 苯 为溶剂， 反应 0.25h， 以86%的产率得到N-乙基-N-(2-羟乙基)氨基甲酸甲酯
  参考文献：
  名称：

  Synthesis and characterization of a cyclic acylammonium chloride

  摘要：

  DOI：

  10.1021/jo01291a039

文献信息

• Novelty of immobilized enzymatic synthesis of 3-ethyl-1,3-oxazolidin-2-one using 2-aminoalcohol and dimethyl carbonate: Mechanism and kinetic modeling of consecutive reactions
  作者：Ganapati D. Yadav、Sandip V. Pawar

  DOI：10.1016/j.molcatb.2014.08.001

  日期：2014.11

  Oxazolidinones are multifunctional compounds possessing diverse biological and pharmacological activity. Enzymatic synthesis of oxazolidin-2-one was studied using 2-aminoalochol and dimethyl carbonate and synthesis of 3-ethyl-1,3-oxazolidin-2-one was chosen as the model reaction using a variety of immobilized lipases; among which Candida antarctica lipase B (Novozyme 435) was the best catalyst. The reaction leads to the final product oxazolidin-2-one via methyl ethyl (2-hydroxyethyl) carbamate as the intermediate. The parameters affecting rate of reaction and the conversion of both steps were studied systematically and covered effects of agitation speed, solvent, catalyst loading and reaction temperature. A reaction mechanism was proposed wherein the coproduct methanol is generated in the first step leading to the formation of methyl ethyl (2-hydroxyethyl) carbamate as the intermediate which rearranges itself leading to the final products 3-ethyl-1,3-oxazolidin-2-one and methanol. The kinetic constant and activation energy were determined for each step of the reaction. The study was further extended to other 2-aminoalochols under optimized reaction conditions to prepare different oxazolidinones. This is a first report of its kind describing kinetics and mechanism of bimolecular consecutive enzyme catalyzed reactions. (C) 2014 Elsevier B.V. All rights reserved.
• PEET N. P.; SUNDER S., J. ORG. CHEM., 1980, 45, NO 3, 536-538
  作者：PEET N. P.、 SUNDER S.

  DOI：——

  日期：——
• Synthesis and characterization of a cyclic acylammonium chloride
  作者：Norton P. Peet、Shyam Sunder

  DOI：10.1021/jo01291a039

  日期：1980.2