N(hydroxy-2 phenyl) carbamate de phenyle | 41064-78-2

• 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: N(hydroxy-2 phenyl) carbamate de phenyle
• 英文别名: O-phenyl N-(2-hydroxyphenyl)carbamate；(2-hydroxy-phenyl)-carbamic acid phenyl ester；(2-Hydroxy-phenyl)-carbamidsaeure-phenylester；phenyl N-(2-hydroxyphenyl)carbamate
• CAS: 41064-78-2
• 化学式: C₁₃H₁₁NO₃
• 分子量: 229.235
• InChiKey: DLZIZDMTRIUMCI-UHFFFAOYSA-N

物化性质

• 沸点：
  347.6±34.0 °C(Predicted)
• 密度：
  1.326±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N(hydroxy-2 phenyl) carbamate de phenyle 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 生成 2-苯并唑啉酮
  参考文献：
  名称：

  Maleski, Robert J.; Osborne, C. Edward; Cline, Sharon M., Journal of Heterocyclic Chemistry, 1991, vol. 28, # 8, p. 1937 - 1939

  摘要：

  DOI：
• 作为产物：
  描述：

  苯酚 在 乙醚 、 N,N-二甲基苯胺 、 苯 作用下， 生成 N(hydroxy-2 phenyl) carbamate de phenyle
  参考文献：
  名称：

  Benzoxazolone Formation in the Attempt to Prepare Certain Mixed Diacyl Derivatives of o-Aminophenol

  摘要：

  DOI：

  10.1021/ja01322a038

文献信息

• Preparation of substituted semicarbazides from corresponding amines and hydrazines via phenyl carbamates
  作者：Rebecca Hron、Branko S. Jursic

  DOI：10.1016/j.tetlet.2014.01.052

  日期：2014.2

  A simple synthetic procedure for the conversion of amines and hydrazines into substituted semicarbazides was developed. The initial condensation between the desired amine and phenyl chloroformate into phenyl carbamate is followed by the addition of hydrazine under basic conditions. The reaction is tolerable to a variety of functional groups, with mild conditions and high percent yields.

  开发了一种简单的合成方法，用于将胺和肼转化为取代的氨基脲。所需的胺和氯甲酸苯酯之间最初的缩合成氨基甲酸苯酯，然后在碱性条件下加入肼。该反应可耐受各种官能团，条件温和，收率高。
• C(sp³)–H Monoarylation of Methanol Enabled by a Bidentate Auxiliary
  作者：Quan Gou、Binfang Yuan、Man Ran、Jian Ren、Ming-zhong Zhang、Xiaoping Tan、Tengrui Yuan、Xing Zhang

  DOI：10.1021/acs.orglett.0c03786

  日期：2021.1.1

  With the assistance of a practical directing group (COAQ), the first catalytic protocol for the palladium-catalyzed C(sp3)–H monoarylation of methanol has been developed, offering an invaluable synthesis means to establish extensive derivatives of crucial arylmethanol functional fragments. Furthermore, the gram-scale reaction, broad substrate scope, excellent functional group compatibility, and even

  在一个实用的指导小组（COAQ）的帮助下，开发了甲醇催化钯催化的C（sp 3）-H单芳基化的第一个催化方案，为建立关键的芳基甲醇功能片段的广泛衍生物提供了宝贵的合成手段。此外，克级反应，广泛的底物范围，出色的官能团相容性，甚至药物的实际合成，都进一步证明了该策略的有效性。
• Berrier, Christian; Jacquesy, Jean-Claude; Jouannetaud, Marie-Paule, Bulletin de la Societe Chimique de France, 1987, # 1, p. 158 - 164
  作者：Berrier, Christian、Jacquesy, Jean-Claude、Jouannetaud, Marie-Paule、Morellet, Guy

  DOI：——

  日期：——
• Kricheldorf,H.R., Justus Liebigs Annalen der Chemie, 1973, p. 772 - 792
  作者：Kricheldorf,H.R.

  DOI：——

  日期：——
• Synthesis of N-aryl and N-arylcarbamoylamino derivatives of 1,3-diazinane-5-carboxamide and their activity against glioblastoma LN-229 cell line
  作者：Rebecca J. Hron、Branko S. Jursic、Donna M. Neumann

  DOI：10.1016/j.bmc.2016.09.074

  日期：2016.12

  Six structural motifs based on the initial (lead) structure of merbarone were designed, prepared, and tested against the glioblastoma LN-229 cell line. Three different structural moieties were modified in the search for optimal glioblastoma activity: the 1,3-diazinane moiety, the aryl moiety, and the heteroatom linker. Calculated molecular descriptors such as lipophilicity (ClogP), acidic strength (calculated pK(a)), and polar surface area (PSA) were used to design a diverse structural library of these compounds. From six different structural motifs and 136 compounds, a handful of examples with moderate (100 mu g/ml), good (10 mu g/ml) and excellent (1 mu g/ml) glioblastoma activity were elucidated. (C) 2016 Published by Elsevier Ltd.