2-(4-tert-butylphenoxy)-N'-[(E)-phenylmethylidene]acetohydrazide

• 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: 2-(4-tert-butylphenoxy)-N'-[(E)-phenylmethylidene]acetohydrazide
• 英文别名: N-[(E)-benzylideneamino]-2-(4-tert-butylphenoxy)acetamide
• 化学式: C₁₉H₂₂N₂O₂
• 分子量: 310.396
• InChiKey: OAXJXLWAIKXMOW-DEDYPNTBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-tert-butylphenoxy)-N'-[(E)-phenylmethylidene]acetohydrazide 、 3-溴丙炔 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 反应 0.25h， 以86%的产率得到(E)-N'-benzylidene-2-(4-(tert-butyl)phenoxy)-N-(prop-2-yn-1-yl)acetohydrazide
  参考文献：
  名称：

  基于 N-酰基腙的 N-烷基化的前所未有的正交化学生成杂糖簇

  摘要：

  我们报告了一种新的正交策略，其中 N-酰基腙的N-烷基化是关键步骤。紧随其后的是叠氮基-炔烃点击化学，它代表了一种新的、直接的合成方法，用于制备基于锥 p - t Bu-calix[4] 芳烃和 1的小分子、杂二糖和杂糖簇的N-烷基-NAH 糖缀合物， 3- alt p - t Bu-thiacalix[4] 芳烃，具有潜在的药物样特性。

  DOI：

  10.1002/ejoc.202101537
• 作为产物：
  描述：

  2-(4-叔丁基苯氧基)乙酸乙酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 2-(4-tert-butylphenoxy)-N'-[(E)-phenylmethylidene]acetohydrazide
  参考文献：
  名称：

  Structure and spectroscopic characteristics of 4-tert-butylphenoxyacetylhydrazones of arylaldehydes

  摘要：

  reaction of 4-tert-butylphenoxyacetylhydrazide with aromatic aldehydes and acetone a new series of 4-tert-butylphenoxyacetylhydrazones was synthesized. The structural peculiarities of the investigated molecules have been determined by means of X-ray analysis and IR spectroscopy. The diagnostically important IR spectral criteria required for the conformational analysis of acethylhydrazones have been considered. It was established that the 4-tert-butylphenoxyacetylhydrazide in condensed phase exists only as a Z(N-C(O))-conformer. Its derivatives exist as EN-C(O) and Z(N-C(O))-forms. As a rule, the prevalence of Z(N-C(O))-form has been observed in CCl4 solutions. The structure of investigated compounds is also determined by a system of inter- and intrantolecular hydrogen bonds. The energy of hydrogen bonds was estimated. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2006.02.049

文献信息

• Structure and spectroscopic characteristics of 4-tert-butylphenoxyacetylhydrazones of arylaldehydes
  作者：S.N. Podyachev、I.A. Litvinov、R.R. Shagidullin、B.I. Buzykin、I. Bauer、D.V. Osyanina、L.V. Avvakumova、S.N. Sudakova、W.D. Habicher、A.I. Konovalov

  DOI：10.1016/j.saa.2006.02.049

  日期：2007.2

  reaction of 4-tert-butylphenoxyacetylhydrazide with aromatic aldehydes and acetone a new series of 4-tert-butylphenoxyacetylhydrazones was synthesized. The structural peculiarities of the investigated molecules have been determined by means of X-ray analysis and IR spectroscopy. The diagnostically important IR spectral criteria required for the conformational analysis of acethylhydrazones have been considered. It was established that the 4-tert-butylphenoxyacetylhydrazide in condensed phase exists only as a Z(N-C(O))-conformer. Its derivatives exist as EN-C(O) and Z(N-C(O))-forms. As a rule, the prevalence of Z(N-C(O))-form has been observed in CCl4 solutions. The structure of investigated compounds is also determined by a system of inter- and intrantolecular hydrogen bonds. The energy of hydrogen bonds was estimated. (c) 2006 Elsevier B.V. All rights reserved.
• Heteroglycoclusters through Unprecedented Orthogonal Chemistry Based on <i>N</i> ‐Alkylation of <i>N</i> ‐Acylhydrazone
  作者：Marwa Fray、David Mathiron、Serge Pilard、David Lesur、Rym Abidi、Thouraya Barhoumi‐Slimi、Peter J. Cragg、Mohammed Benazza

  DOI：10.1002/ejoc.202101537

  日期：2022.9.6

  We report a new orthogonal strategy involving the N-alkylation of N-acylhydrazone as a key step. When followed by azido-alkyne click chemistry, it represents a new and straightforward synthetic method to prepare N-alkyl-NAH glycoconjugates of small molecules, heterodisaccharides, and heteroglycoclusters-based on cone p-tBu-calix[4]arene and 1,3-alt p-tBu-thiacalix[4]arene with potential drug-like properties

  我们报告了一种新的正交策略，其中 N-酰基腙的N-烷基化是关键步骤。紧随其后的是叠氮基-炔烃点击化学，它代表了一种新的、直接的合成方法，用于制备基于锥 p - t Bu-calix[4] 芳烃和 1的小分子、杂二糖和杂糖簇的N-烷基-NAH 糖缀合物， 3- alt p - t Bu-thiacalix[4] 芳烃，具有潜在的药物样特性。