5-((4-bromophenyl)(phenyl)methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione | 1266101-44-3

• 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: 5-((4-bromophenyl)(phenyl)methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione
• CAS: 1266101-44-3
• 化学式: C₁₉H₁₇BrO₄
• 分子量: 389.246
• InChiKey: IWRLWPZNPVGMBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-((4-bromophenyl)(phenyl)methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione 、 N-Boc-哌嗪 以 乙腈 为溶剂， 以97%的产率得到tert-butyl 4-(3-(4-bromophenyl)-3-phenylpropanoyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Facile synthesis and biological evaluation of 3,3-diphenylpropanoyl piperazines as T-type calcium channel blockers

  摘要：

  We have developed a facile synthesis of 3,3-diphenylpropanamides using Meldrum's acid derivatives as amide coupling components. The in vitro biological evaluation of the title compounds led to the identification of compound 1h, which has good inhibitory activity against T-type calcium channel (IC50 = 0.83 mu M). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.033
• 作为产物：
  描述：

  5-(4-bromobenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 、 苯基溴化镁 在 copper(l) iodide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以68%的产率得到5-((4-bromophenyl)(phenyl)methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  Facile synthesis and biological evaluation of 3,3-diphenylpropanoyl piperazines as T-type calcium channel blockers

  摘要：

  We have developed a facile synthesis of 3,3-diphenylpropanamides using Meldrum's acid derivatives as amide coupling components. The in vitro biological evaluation of the title compounds led to the identification of compound 1h, which has good inhibitory activity against T-type calcium channel (IC50 = 0.83 mu M). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.033

文献信息

• Boron/zinc exchange for the conjugate arylation of unsaturated Meldrum’s acid derivatives
  作者：Micaela Jardim、Lucas L. Baldassari、Maria Eduarda Contreira、Angélica V. Moro、Diogo S. Lüdtke

  DOI：10.1016/j.tet.2020.130967

  日期：2020.12

  approach for the conjugate arylation reaction of unsaturated Meldrum’s acid derivatives is reported. The reaction takes place through a Boron-Zinc exchange reaction between arylboronic acids and diethylzinc and the subsequent transfer of thus generated reactive aryl groups to the β-position of the double bond of the Meldrum’s derivatives. The compounds obtained are valuable synthetic intermediates and

  报道了不饱和梅德鲁姆酸衍生物的共轭芳基化反应方法。该反应通过芳基硼酸和二乙基锌之间的硼-锌交换反应以及随后将由此产生的反应性芳基转移至梅德鲁姆衍生物的双键的β-位进行的。所得化合物是有价值的合成中间体，并且可以产生生物活性分子，例如β，β-二取代的羧酸和酰胺。