4-(2'-carboxyethyl)-4H-cyclopenta[def]phenanthrene | 255871-44-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 4-(2'-carboxyethyl)-4H-cyclopenta[def]phenanthrene
• 英文别名: 3-(4H-cyclopenta[def]phenanthren-4-yl)-propionic acid；3-(4H-Cyclopenta[def]phenanthren-4-yl)-propionsaeure；3-(15-tetracyclo[10.2.1.05,14.08,13]pentadeca-1,3,5(14),6,8(13),9,11-heptaenyl)propanoic acid
• CAS: 255871-44-4
• 化学式: C₁₈H₁₄O₂
• 分子量: 262.308
• InChiKey: RJAGNPJDCAMASN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-(2'-carboxyethyl)-4H-cyclopenta[def]phenanthrene 在 氢氟酸 作用下， 以97%的产率得到3,4,5,5a-tetrahydrobenzo[ghi]fluoranthen-3-one
  参考文献：
  名称：

  Synthesis of anti- and syn-Diol Epoxides of trans-3,4-Dihydroxy-3,4-dihydrobenzo[ghi]fluoranthene: Model Planar Diol Epoxides

  摘要：

  We describe the preparation of anti- and syn-3,4-dihydroxy-5,5a-epoxy-3,4,5,5a-tetrahydrobenzo[ghi]fluoranthene (2 and 3) as model planar diol epoxides. These compounds were synthesized by a dihydroarene method in 10 steps starting from 4H-cyclopenta[def]phenanthrene. These are the first examples of diol epoxides in which a five-membered ring is fused to the saturated ring bearing an epoxide group, and they are the rigid analogues of the extensively studied benzo[c]phenanthrene diol epoxides (5 and 6). In accord with expectation, (1)H NMR data indicated that the diol conformations of 2 and 3 are locked into diequatorial and diaxial conformations, respectively, and thus are suitable for comparative DNA binding studies.

  DOI：

  10.1021/jo9907944
• 作为产物：
  描述：

  methyl 4H-cyclopenta[def]phenanthrene-4-carboxylate 、 丙烯腈 在 乙二醇乙醚 、 氢氧化钾 作用下， 生成 4-(2'-carboxyethyl)-4H-cyclopenta[def]phenanthrene
  参考文献：
  名称：

  627.苯并[ mno ]荧蒽和二苯并[ k，mno ]-荧蒽的合成

  摘要：

  DOI：

  10.1039/jr9520003281