[5-(4-Bromophenyl)-6-oxo-2,3-dihydropyran-3-yl]methyl 2,2-dimethylpropanoate | 1262032-87-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: [5-(4-Bromophenyl)-6-oxo-2,3-dihydropyran-3-yl]methyl 2,2-dimethylpropanoate
• CAS: 1262032-87-0
• 化学式: C₁₇H₁₉BrO₄
• 分子量: 367.239
• InChiKey: NISHZGPDLSOPRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 2-(4-bromophenyl)-3-(2,2-dimethyl-1,3-dioxan-5-yl)propanoate 在 吡啶 作用下， 以 甲醇 、 二氯甲烷 、 水 、 乙腈 为溶剂， 生成 [5-(4-Bromophenyl)-6-oxo-2,3-dihydropyran-3-yl]methyl 2,2-dimethylpropanoate
  参考文献：
  名称：

  3,5-Disubstituted pyranone analogues of highly antifungally active furanones: Conversion of biological effect from antifungal to cytostatic

  摘要：

  A series of 3-aryl-5-acyloxymethyl-5,6-dihydro-2H-pyran-2-ones, related to highly antifungally active butenolides, was synthesized via cyclization of substituted delta-hydroxy acids as the key step, and evaluated for their in vitro antifungal activity and cytostatic activity. While the extension of the furanone ring to pyranone led to a complete loss of the antifungal effect, some of the compounds displayed promising effect against several cell lines, including the resistant colorectal carcinoma cells. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.052