phenoxyacetyl azide | 62283-07-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: phenoxyacetyl azide
• 英文别名: 2-phenoxyacetyl azide
• CAS: 62283-07-2
• 化学式: C₈H₇N₃O₂
• 分子量: 177.162
• InChiKey: YZGRPTLILXTDNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  40.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  phenoxyacetyl azide 以 乙腈 、 xylene 为溶剂， 生成 Isocyanatomethoxy-benzene
  参考文献：
  名称：

  Zlobin, V. A.; Tarasov, A. K., Russian Journal of Physical Chemistry, 1985, vol. 59, # 1, p. 140 - 141

  摘要：

  DOI：
• 作为产物：
  描述：

  苯氧乙酸 在 sodium azide 、 三光气 、 三乙胺 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以65%的产率得到phenoxyacetyl azide
  参考文献：
  名称：

  使用三光气从羧酸制备酰基叠氮化物的温和有效方法

  摘要：

  描述了三光气从羧酸和叠氮化钠制备各种酰基叠氮化物的有效用途。

  DOI：

  10.1016/s0040-4039(01)02377-2

文献信息

• Direct Synthesis of Acyl Azides from Carboxylic Acids by the Combination of Trichloroacetonitrile, Triphenylphosphine and Sodium Azide
  作者：Doo Jang、Joong-Gon Kim

  DOI：10.1055/s-2008-1077979

  日期：——

  Various carboxylic acids were converted into acyl azides in excellent yields by treating with trichloroacetonitrile, triphenylphosphine and sodium azide at room temperature. The reaction was applicable to the preparation of dipeptide without rearrangement.

  通过在室温下用三氯乙腈、三苯基膦和叠氮化钠处理，各种羧酸以极好的收率转化为酰基叠氮化物。该反应适用于制备无重排的二肽。
• Design, synthesis and molecular docking of amide and urea derivatives as Escherichia coli PDHc-E1 inhibitors
  作者：Jun-Bo He、Yan-Liang Ren、Qiu-Shuang Sun、Ge-Yun You、Li Zhang、Peng Zou、Ling-Ling Feng、Jian Wan、Hong-Wu He

  DOI：10.1016/j.bmc.2014.04.003

  日期：2014.6

  By targeting the ThDP binding site of Escherichia coli PDHc-E1, two new 'open-chain' classes of E. coli PDHc-E1 inhibitors, amide and urea derivatives, were designed, synthesized, and evaluated. The amide derivatives of compound 6d, with 4-NO2 in the benzene ring, showed the most potent inhibition of E. coli PDHc-E1. The urea derivatives displayed more potent inhibitory activity than the corresponding amide derivatives with the same substituent. Molecular docking studies confirmed that the urea derivatives have more potency due to the two hydrogen bonds formed by two NH of urea with Glu522. The docking results also indicate it might help us to design more efficient PDHc-E1 inhibitors that could interact with Glu522. (C) 2014 Elsevier Ltd. All rights reserved.
• 3,4,5-Trifluorobenzeneboronic acid: a mild and versatile catalyst for the one-pot synthesis of acyl azides from carboxylic acids
  作者：R.H. Tale、K.M. Patil

  DOI：10.1016/s0040-4039(02)02256-6

  日期：2002.12

  Acyloxyboron intermediates generated from carboxylic acids and 3,4,5-trifluorobenzeneboronic acid react with sodium azide to furnish the corresponding acyl azides in moderate to good yields. (C) 2002 Elsevier Science Ltd. All rights reserved.