N-allyl-N'-cyclohexyl-urea | 194802-05-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: N-allyl-N'-cyclohexyl-urea
• 英文别名: N-Allyl-N'-cyclohexyl-harnstoff；N-allyl-N'-cyclohexylurea；1-cyclohexyl-3-prop-2-enylurea
• CAS: 194802-05-6
• 化学式: C₁₀H₁₈N₂O
• mdl: MFCD00021305
• 分子量: 182.266
• InChiKey: AYRNZRLOYCYALB-UHFFFAOYSA-N

物化性质

• 沸点：
  351.2±12.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-allyl-N'-cyclohexyl-urea 在 偶氮二甲酸二叔丁酯 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 2-(3-Allyl-5-cyclohexyl-2,4,6-trioxo-[1,3,5]triazinan-1-ylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  A convenient one-pot synthesis of asymmetric 1,3,5-triazine-2,4,6-triones and its application towards a novel class of gonadotropin-releasing hormone receptor antagonists

  摘要：

  A convenient one-pot synthetic route was developed for the preparation of asymmetric 1,3-dialkyl-1,3,5-triazine-2,4,6-triones from readily available alkyl- or aryl-isocyanates, primary amines and N-chlorocarbonyl isocyanate in excellent yields. Subsequent alkylation with N-protected amino alcohols afforded the desired 1, 3,5 -triazine-2,4,6-triones in good yields. This methodology was applied to the synthesis of a chemical library acting as antagonists of the hGnRH receptor. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.026
• 作为产物：
  描述：

  环己胺 、 3-异氰酸丙烯 生成 N-allyl-N'-cyclohexyl-urea
  参考文献：
  名称：

  Mercurial Diuretics. IV. Methoxymercuration of Substituted Allylureas

  摘要：

  DOI：

  10.1021/ja01152a036

文献信息

• Tug‐of‐War between Two Distinct Catalytic Sites Enables Fast and Selective Ring‐Opening Copolymerizations
  作者：Jianqun Wang、Yinuo Zhu、Maosheng Li、Yanchao Wang、Xianhong Wang、Youhua Tao

  DOI：10.1002/anie.202208525

  日期：2022.9.5

  The power of organocatalysts featuring two distinct catalytic sites in one molecule was illustrated in the ROCOP of epoxides with anhydride, giving excellent selectivity and activity. A chain tug-of-war mechanistic pathway is proposed to rationalize the simultaneous enhancement in monomer activation and nucleophilic attack, thus giving rise to outstanding catalytic performance.

  在一个分子中具有两个不同催化位点的有机催化剂的能力在环氧化物与酸酐的 ROCOP 中得到了说明，具有出色的选择性和活性。提出了一种链式拔河机制途径，以合理化同时增强单体活化和亲核攻击，从而产生出色的催化性能。
• Mercurial Diuretics. IV. Methoxymercuration of Substituted Allylureas
  作者：R. L. Rowland、Wendell L. Perry、Samuel Gerstein

  DOI：10.1021/ja01152a036

  日期：1951.8
• A convenient one-pot synthesis of asymmetric 1,3,5-triazine-2,4,6-triones and its application towards a novel class of gonadotropin-releasing hormone receptor antagonists
  作者：Zhiqiang Guo、Dongpei Wu、Yun-Fei Zhu、Fabio C. Tucci、Joseph Pontillo、John Saunders、Qiu Xie、R. Scott Struthers、Chen Chen

  DOI：10.1016/j.bmcl.2004.11.026

  日期：2005.2

  A convenient one-pot synthetic route was developed for the preparation of asymmetric 1,3-dialkyl-1,3,5-triazine-2,4,6-triones from readily available alkyl- or aryl-isocyanates, primary amines and N-chlorocarbonyl isocyanate in excellent yields. Subsequent alkylation with N-protected amino alcohols afforded the desired 1, 3,5 -triazine-2,4,6-triones in good yields. This methodology was applied to the synthesis of a chemical library acting as antagonists of the hGnRH receptor. (C) 2004 Elsevier Ltd. All rights reserved.