3-(3,4-dimethoxyphenyl)propyl 3-(3,4-dimethoxyphenyl)propanoate

• 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: 3-(3,4-dimethoxyphenyl)propyl 3-(3,4-dimethoxyphenyl)propanoate
• 英文别名: sintenin
• 化学式: C₂₂H₂₈O₆
• 分子量: 388.461
• InChiKey: SMPBPOTWROHQRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基苯丙酸 在 sodium tetrahydroborate 、 四氯化钛 、 对甲苯磺酸 作用下， 以 乙二醇二甲醚 、 苯 为溶剂， 反应 26.0h， 生成 3-(3,4-dimethoxyphenyl)propyl 3-(3,4-dimethoxyphenyl)propanoate
  参考文献：
  名称：

  Sharma; Sharma; Rathee, Raman, Journal of the Indian Chemical Society, 2005, vol. 82, # 10, p. 938 - 939

  摘要：

  DOI：

文献信息

• Solid-Supported Green Synthesis of Substituted Hydrocinnamic Esters by Focused Microwave Irradiation
  作者：Vinod Kumar、Anuj Sharma、Arun K. Sinha

  DOI：10.1002/hlca.200690049

  日期：2006.3

  An efficient chemoselective hydrogenation protocol for substituted cinnamic esters is developed for the synthesis in quantitative yield of corresponding bioactive dihydrocinnamic esters with solid-supported palladium chloride/ammonium formate (cat.) in HCOOH/H2O 1 : 2 as a hydrogenating agent under focused-microwave irradiation for 10 min.

  开发了一种有效的取代肉桂酸酯的化学选择性氢化方案，用于以定量产率合成相应的生物活性二氢肉桂酸酯，其中在固相负载下，在HCOOH / H 2 O 1：2中加氢氯化钯/甲酸铵（cat。）作为氢化剂。 -微波照射10分钟。
• Synthesis and Biological Evaluation of a Natural Ester Sintenin and Its Synthetic Analogues
  作者：Li Hong Hu、Hong Bin Zou、Jing Xu Gong、Hai Bo Li、Lei Xiang Yang、Wei Cheng、Chang Xin Zhou、Hua Bai、Françoise Guéritte、Yu Zhao

  DOI：10.1021/np0496441

  日期：2005.3.1

  Synthesis of 3-(3,4-dimethoxyphenyl)propyl-3-(3,4-dimethoxyphenyl) propanoate (18), a cytotoxic natural ester, was carried out by a convenient synthetic path with a total yield of 49%. Sixteen of its analogues (19-34) were also prepared. Seventeen unsaturated derivatives of 18, compounds 1-17, were also synthesized to examine the structure-activity relationship of this type of ester. All of the synthetic compounds were passed through the cytotoxicity screenings on human tumor cell lines, such as PC-3, Hela, A549, BEL7404, CNE, and KB. Some of the esters exhibited moderate inhibitory effects on these tumor cell lines. The phenolic derivatives exhibited the highest cytotoxicity among these derivatives, while the unsaturated esters were more cytotoxic than the saturated analogues. Some of the compounds also exhibited inhibition on a-glucosidase.
• Sharma, Mukul; Rajesh, U. Chinna; Rawat, Diwan S., Journal of the Indian Chemical Society, 2013, vol. 90, # 10, p. 1853 - 1860
  作者：Sharma, Mukul、Rajesh, U. Chinna、Rawat, Diwan S.

  DOI：——

  日期：——
• Sharma; Sharma; Rathee, Raman, Journal of the Indian Chemical Society, 2005, vol. 82, # 10, p. 938 - 939
  作者：Sharma、Sharma、Rathee, Raman

  DOI：——

  日期：——