1,9-diphenyl-1,8-nonadiyne-3,7-diol | 871927-59-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1,9-diphenyl-1,8-nonadiyne-3,7-diol
• CAS: 871927-59-2
• 化学式: C₂₁H₂₀O₂
• 分子量: 304.389
• InChiKey: MSIREGFQKWRXHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,9-diphenyl-1,8-nonadiyne-3,7-diol 在 2,6-二甲基吡啶 、 溴 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (3,7-Dibromo-9-phenylnona-1,8-diynyl)benzene
  参考文献：
  名称：

  Synthesis and Protein Degradation Capacity of Photoactivated Enediynes

  摘要：

  The viability of proteins as targets of thermally and photoactivated enediynes has been confirmed at the molecular level. Model studies using a labeled substrate confirmed the efficacy of atom transfer from diyl radicals produced from enediynes to form captodatively stabilized carbon centered aminoacyl radicals, which then undergo either fragmentation or dimerization. To exploit this finding, a family of enediynes was developed using an intramolecular coupling strategy. Derivatives were prepared and used to target specific proteins, showing good correlation between affinity and photoinduced protein degrading activity. The findings have potential applications in the design of artificial chemical proteases and add to our understanding of the mechanism of action of the clinically important enediyne antitumor antibiotics.

  DOI：

  10.1021/jo051403q
• 作为产物：
  描述：

  1,9-diphenyl-1,8-nonadiyne-3,7-dione 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 1,9-diphenyl-1,8-nonadiyne-3,7-diol
  参考文献：
  名称：

  设计烯二炔的合成及光化学活性

  摘要：

  DOI：

  10.1021/ja000766z

文献信息

• PtI2-Catalyzed tandem 3,3-rearrangement/Nazarov reaction of arylpropargylic esters: synthesis of indanone derivatives
  作者：Huaiji Zheng、Xingang Xie、Juan Yang、Changgui Zhao、Peng Jing、Bowen Fang、Xuegong She

  DOI：10.1039/c1ob06138k

  日期：——

  An efficient PtI2-catalyzed tandem reaction of arylpropargylic esters, involving 3,3-rearrangement and Nazarov reaction, has been developed to produce 3-substituted and 3,3-disubstituted indanone derivatives. This approach provided a pathway to the synthesis of indanone skeletons in natural products.

  已经开发了涉及3，3-重排和Nazarov反应的有效的PtI 2催化的芳基丙酸酯的串联反应，以产生3-取代的和3,3-二取代的茚满酮衍生物。该方法提供了在天然产物中合成茚满酮骨架的途径。