ethyl (furan-2-ylmethyl)carbamate | 4811-92-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: ethyl (furan-2-ylmethyl)carbamate
• 英文别名: N-(2-furfuryl) ethyl carbamate；ethyl N-(2-furfuryl)carbamate；furfuryl-carbamic acid ethyl ester；Furfuryl-carbamidsaeure-aethylester；Ethyl(2-furylmethyl)carbamate；ethyl N-(furan-2-ylmethyl)carbamate
• CAS: 4811-92-1
• 化学式: C₈H₁₁NO₃
• mdl: MFCD00709723
• 分子量: 169.18
• InChiKey: NVCAVGKVVGMRGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.375
• 拓扑面积：
  51.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-呋喃甲胺 在 1-乙酸基-1,2-苯碘酰-3-(1H)-酮 、 Os(bptpy)₂(PF₆)₂ 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 24.0h， 生成 ethyl (furan-2-ylmethyl)carbamate
  参考文献：
  名称：

  近红外条件下草酸的光催化脱羧

  摘要：

  报道了使用Os(bptpy) 2 (PF 6 ) 2作为催化剂在近红外照射下草酸的光催化氧化脱羧。该反应用于合成氨基甲酸酯和杂环酰胺。讨论了近红外和可见光介导过程之间的机理研究和比较穿透深度。

  DOI：

  10.1039/d2cc03155h

文献信息

• Direct reductive amination using triethylsilane and catalytic bismuth(III) chloride
  作者：Takehiko Matsumura、Masahisa Nakada

  DOI：10.1016/j.tetlet.2014.01.132

  日期：2014.3

  Direct reductive amination (DRA) using triethylsilane (TESH) and catalytic bismuth(III) chloride (BiCl3) is described for the first time. The use of TESH and BiCl3 provides easy handling, low cost, non-toxicity, and a mild Lewis acid activity, thereby meeting the demand for green and sustainable chemistry. The developed DRA is highly chemoselective and applicable to less-basic amines. The experimental

  首次描述了使用三乙基硅烷（TESH）和催化氯化铋（III）（BiCl 3）的直接还原胺化（DRA）。TESH和BiCl 3的使用提供了易于处理，低成本，无毒和温和的路易斯酸活性，从而满足了对绿色和可持续化学的需求。研发的DRA具有高度的化学选择性，适用于碱性较低的胺。这项研究的实验结果表明，发达的DRA可以被BiCl 3催化，通过TESH可以逐渐将其还原为Bi（0）或低价的铋，而TESCl，Bi（0）和Bi（0）可以被BiSH 3催化。TESC1在一定程度上催化了DRA。
• Visible-light photocatalyzed oxidative decarboxylation of oxamic acids: a green route to urethanes and ureas
  作者：Govind Goroba Pawar、Frédéric Robert、Etienne Grau、Henri Cramail、Yannick Landais

  DOI：10.1039/c8cc05462b

  日期：——

  based on a photocatalyzed oxidative decarboxylation of oxamic acids is described. The reaction includes in situ generation of an isocyanate from the oxamic acid, using an organic dye as a photocatalyst, a hypervalent iodine reagent as an oxidant and a light source, which trigger the free-radical decarboxylation. This protocol successfully avoids the isolation, purification and storage of carcinogenic

  描述了基于光催化的肟酸的氧化脱羧，可持续的无金属途径生产氨基甲酸酯和尿素的方法。该反应包括使用有机染料作为光催化剂，高价碘试剂作为氧化剂和光源从草酰胺酸原位生成异氰酸酯，从而触发自由基脱羧。该方案成功地避免了致癌的异氰酸酯的分离，纯化和储存，并允许通过一锅法从可商购的来源精制氨基甲酸乙酯和尿素。
• ONE STEP SYNTHESIS OF α-AMINOALKYLFURANS AND ITS APPLICATION TO A FACILE SYNTHESIS OF PYRIDOXINE (VITAMIN B₆)
  作者：Tatsuya Shono、Yoshihiro Matsumura、Kenji Tsubata、Jiro Takata

  DOI：10.1246/cl.1981.1121

  日期：1981.8.5

  One step synthesis of α-aminoalkylfurans was achieved by the reaction of α-methoxyurethanes or α-methoxyamides with furan. This method was applied to an efficient synthesis of pyridoxine.

  通过α-甲氧基氨基甲酸酯或α-甲氧基酰胺与呋喃的反应一步合成了α-氨基烷基呋喃。该方法应用于吡哆醇的高效合成。
• Study of the carbon dioxide chemical fixation—activation by guanidines
  作者：Fernanda Stuani Pereira、Eduardo Ribeiro deAzevedo、Eirik F. da Silva、Tito José Bonagamba、Deuber L. da Silva Agostíni、Alviclér Magalhães、Aldo Eloizo Job、Eduardo R. Pérez González

  DOI：10.1016/j.tet.2008.08.008

  日期：2008.10

  Fixation of CO2 is one of the most important priorities of the scientific community dedicated to reduce global warming. In this work, we propose new methods for the fixation of CO2 using the guanidine bases tetramethylguanidine (TMG) and 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]-pyrimidine (TBD). In order to understand the reactions occurring during the CO2 fixation and release processes, we employed several experimental methods, including solution and solid-state NMR, FTIR, and coupled TGA-FTIR. Quantum mechanical NMR calculations were also carried out. Based on the results obtained, we concluded that CO2 fixation with both TMG and TBD guanidines is a kinetically reversible process, and the corresponding fixation products have proved to be useful as transcarboxylating compounds. Afterward, CO2 thermal releasing from this fixation product with TBD was found to be an interesting process for CO2 capture and isolation purposes. (C) 2008 Elsevier Ltd. All rights reserved.
• Efficient and clean synthesis of N-alkyl carbamates by transcarboxylation and O-alkylation coupled reactions using a DBU–CO2 zwitterionic carbamic complex in aprotic polar media
  作者：Eduardo R Pérez、Michele Odnicki da Silva、Vanessa C Costa、Ubirajara P Rodrigues-Filho、Douglas W Franco

  DOI：10.1016/s0040-4039(02)00697-4

  日期：2002.5

  N-Alkyl carbamates were obtained with good to excellent yields by clean and mild transcarboxylation of several amines with the previously synthesized DBU-CO2 Complex and Subsequent O-alkylation. Transcarboxylation was found to be selective, as only carbamate was formed from 1-hydroxy-2-aminobutanol. (C) 2002 Published by Elsevier Science Ltd.