2-(1-Bromo-3-phenyl-propylidene)-4,5-dimethoxy-cyclopent-4-ene-1,3-dione | 361147-56-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(1-Bromo-3-phenyl-propylidene)-4,5-dimethoxy-cyclopent-4-ene-1,3-dione
• CAS: 361147-56-0
• 化学式: C₁₆H₁₅BrO₄
• 分子量: 351.197
• InChiKey: NGIHVTKJWVSFKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  2-(1-Bromo-3-phenyl-propylidene)-4,5-dimethoxy-cyclopent-4-ene-1,3-dione 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲醇 、 氯苯 为溶剂， 生成 Methyllinderone
  参考文献：
  名称：

  Total synthesis of human chymase inhibitor methyllinderone and structure–activity relationships of its derivatives

  摘要：

  Total synthesis of human chymase inhibitor methyllinderone has been achieved in only four steps with an overall yield of 21% from dimethyl squarate. We developed an efficient synthetic method for obtaining methyllinderone derivatives and found the active compound. In addition, we propose the inhibition mechanism of the active compound against human chymase using calculations. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00265-7
• 作为产物：
  描述：

  4-Hydroxy-2,3-dimethoxy-4-(4-phenyl-but-1-ynyl)-cyclobut-2-enone 在 N-溴代丁二酰亚胺(NBS) 、 palladium(II) trifluoroacetate 作用下， 以 二氯甲烷 为溶剂， 以77%的产率得到2-(1-Bromo-3-phenyl-propylidene)-4,5-dimethoxy-cyclopent-4-ene-1,3-dione
  参考文献：
  名称：

  Total synthesis of human chymase inhibitor methyllinderone and structure–activity relationships of its derivatives

  摘要：

  Total synthesis of human chymase inhibitor methyllinderone has been achieved in only four steps with an overall yield of 21% from dimethyl squarate. We developed an efficient synthetic method for obtaining methyllinderone derivatives and found the active compound. In addition, we propose the inhibition mechanism of the active compound against human chymase using calculations. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00265-7