3-Azido-1-(4-methylphenyl)propan-1-one | 1479828-43-7

• 英文名称: 3-Azido-1-(4-methylphenyl)propan-1-one
• CAS: 1479828-43-7
• 化学式: C₁₀H₁₁N₃O
• 分子量: 189.217
• InChiKey: PKFASDHVVVMNID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Azido-1-(4-methylphenyl)propan-1-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (RS)-3-azido-1-p-tolylpropan-1-ol
  参考文献：
  名称：

  Synthesis of enantiomerically pure γ-azidoalcohols by lipase-catalyzed transesterification

  摘要：

  An enantioselective synthesis of chiral gamma-azidoalcohols via lipase-catalyzed resolution is described. The efficiency of various lipases and the effect of different solvents have been studied. Pseudomonas cepacia immobilized on diatomaceous earth (PS-D) in n-hexane catalyzed the transesterification process in an efficient manner providing gamma-azidoalcohols in high enantiomeric excess. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.03.028
• 作为产物：
  描述：

  3-溴-1-(4-甲基苯基)丙烷-1-酮 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 3-Azido-1-(4-methylphenyl)propan-1-one
  参考文献：
  名称：

  Azido carbonyl compounds as DNA cleaving agents

  摘要：

  Irradiation of azido carbonyl compounds using UV light (>= 310 nm) produced triplet alkyl nitrenes and aroyl radicals, which resulted in efficient cleavage of single strand DNA at pH 7.0. DNA cleaving ability of azido carbonyl compounds was found to be dependent on its concentration and substituents on its aromatic ring. Further, newly synthesized naphthalene based azido carbonyl compounds showed DNA cleavage ability at longer wavelength of UV light (>= 350 nm) and also binding studies revealed that they bind to ct-DNA by weak intercalation mode. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotobiol.2012.06.006

文献信息

• Regiocontrolled Wacker Oxidation of Cinnamyl Azides
  作者：Angela S. Carlson、Cristian Calcanas、Ryan M. Brunner、Joseph J. Topczewski

  DOI：10.1021/acs.orglett.8b00344

  日期：2018.3.16

  A highly regioselective Wacker oxidation has been developed for the oxidation of cinnamyl azides. The catalytic oxidation tolerates the azide functionality, and more than 15 β-azido ketones were isolated (25–92% yield). High regioselectivity for the aryl ketone is observed in all cases. A robustness screen was conducted to determine functional group tolerance. The products of the oxidaiton can be readily

  已经开发出对肉桂酰叠氮化物进行氧化的高度区域选择性的瓦克氧化。催化氧化可耐受叠氮化物的功能，并分离出15种以上的β-叠氮基酮（收率25-92％）。在所有情况下均观察到对芳基酮的高区域选择性。进行了健壮性筛选以确定官能团耐受性。氧化产物可以容易地多样化。