methyl 4-(tert-butyl)-2,6-dinitrobenzoate | 912968-69-5

• 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: methyl 4-(tert-butyl)-2,6-dinitrobenzoate
• 英文别名: Methyl 4-tert-butyl-2,6-dinitrobenzoate
• CAS: 912968-69-5
• 化学式: C₁₂H₁₄N₂O₆
• 分子量: 282.253
• InChiKey: QRRMHWWDOGGZFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 4-(tert-butyl)-2,6-dinitrobenzoate 在 sodium tetrahydroborate 、 四溴化碳 、 铁粉 、 氯化铵 、 三苯基膦 、 copper(l) chloride 、 sodium nitrite 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 水 为溶剂， 生成
  参考文献：
  名称：

  Optimization of benzyloxazoles as non-nucleoside inhibitors of HIV-1 reverse transcriptase to enhance Y181C potency

  摘要：

  Design of non-nucleoside inhibitors of HIV-1 reverse transcriptase with improved activity towards Tyr181Cys containing variants was pursued with the assistance of free energy perturbation (FEP) calculations. Optimization of the 4-R substituent in 1 led to ethyl and isopropyl analogs le and if with 1-7 nM potency towards both the wild-type virus and a Tyr181C variant. (C) 2012 Elsevier.Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.115
• 作为产物：
  描述：

  对叔丁基苯甲酸甲酯 在 硝酸铵 、 硫酸 作用下， 生成 methyl 4-(tert-butyl)-2,6-dinitrobenzoate
  参考文献：
  名称：

  Optimization of benzyloxazoles as non-nucleoside inhibitors of HIV-1 reverse transcriptase to enhance Y181C potency

  摘要：

  Design of non-nucleoside inhibitors of HIV-1 reverse transcriptase with improved activity towards Tyr181Cys containing variants was pursued with the assistance of free energy perturbation (FEP) calculations. Optimization of the 4-R substituent in 1 led to ethyl and isopropyl analogs le and if with 1-7 nM potency towards both the wild-type virus and a Tyr181C variant. (C) 2012 Elsevier.Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.115

文献信息

• On the Illusive Nature of <i>o</i>-Formylazobenzenes:  Exploiting the Nucleophilicity of the Azo Group for Cyclization to Indazole Derivatives
  作者：Maike V. Peters、Ragnar S. Stoll、Richard Goddard、Gernot Buth、Stefan Hecht

  DOI：10.1021/jo061288z

  日期：2006.9.1

  [GRAPHICS]Facile rearrangement of azobenzenes is shown to occur in cases where the azo group is placed in the ortho position to carbonyl electrophiles to furnish the indazole skeleton. While this study demonstrates the illusive nature of o-formylazobenzenes, it offers potential for the synthesis of indazoles and related heterocycles.
• Optimization of benzyloxazoles as non-nucleoside inhibitors of HIV-1 reverse transcriptase to enhance Y181C potency
  作者：Mariela Bollini、Ricardo Gallardo-Macias、Krasimir A. Spasov、Julian Tirado-Rives、Karen S. Anderson、William L. Jorgensen

  DOI：10.1016/j.bmcl.2012.11.115

  日期：2013.2

  Design of non-nucleoside inhibitors of HIV-1 reverse transcriptase with improved activity towards Tyr181Cys containing variants was pursued with the assistance of free energy perturbation (FEP) calculations. Optimization of the 4-R substituent in 1 led to ethyl and isopropyl analogs le and if with 1-7 nM potency towards both the wild-type virus and a Tyr181C variant. (C) 2012 Elsevier.Ltd. All rights reserved.