(R)-2-((R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionyloxy)-succinic acid dimethyl ester | 76918-59-7

• 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: (R)-2-((R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionyloxy)-succinic acid dimethyl ester
• CAS: 76918-59-7
• 化学式: C₁₆H₁₇F₃O₇
• 分子量: 378.302
• InChiKey: FTPCXMPLWWJPFS-IAQYHMDHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.74
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  88.13
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  sarglabolide B 在 吡啶 、 水 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 14.0h， 生成 (R)-2-((R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionyloxy)-succinic acid dimethyl ester
  参考文献：
  名称：

  Sesquiterpene dimers esterified with diverse small organic acids from the seeds of Sarcandra glabra

  摘要：

  11 new sesquiterpene dimers, sarglabolides A-K (1-11), and five known ones were isolated from the seeds of Sarcandra glabra. Their structures were elucidated by spectroscopic data analysis and chemical evidence. Sarglabolide A (1) was verified to exclusively possess a seventeen-membered macrocyclic ester ring formed by the scaffold of the sesquiterpene dimer and small organic acids, different from the eighteen-membered rings of the other reported analogues. The chiral small organic acid moieties were assigned to L-malic acid, D-malic acid, and D-tartaric acid based on the combination of spectroscopy, chemical derivatization and HPLC analysis. Dimers 1,12 and 13 can significantly inhibit NO production in LPS-induced macrophages with IC50 values at 3.04, 4.65 and 2.33 mu mol/L, respectively. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.05.112