(2R,4aS,6aS,7aS,8aS,10S,12aS,13aS,14aS,14bR)-methyl 10-acetoxy-7a-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-7,13-dioxodocosahydrobenzo[a]tetracene-2-carboxylate | 1417814-21-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2R,4aS,6aS,7aS,8aS,10S,12aS,13aS,14aS,14bR)-methyl 10-acetoxy-7a-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-7,13-dioxodocosahydrobenzo[a]tetracene-2-carboxylate
• 英文别名: methyl (2R,4aS,6aS,7aS,8aS,10S,12aS,13aS,14aS,14bR)-10-acetyloxy-7a-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-7,13-dioxo-3,4,5,6,8,8a,10,11,12,13a,14,14b-dodecahydro-1H-benzo[a]tetracene-2-carboxylate
• CAS: 1417814-21-1
• 化学式: C₃₃H₅₀O₇
• 分子量: 558.756
• InChiKey: ZVZILDSIKJXLEU-PMUITKBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  40
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (2R,4aS,6aS,9aS,11S,13aS,16aS,16bR)-methyl 11-acetoxy-2,4a,6a,10,10,13a,16a-heptamethyl-7,8,14-trioxodocosahydrobenzo[6,7]cyclodeca[1,2-a]naphthalene-2-carboxylate 在 basic alumina 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以80%的产率得到(2R,4aS,6aS,7aS,8aS,10S,12aS,13aS,14aS,14bR)-methyl 10-acetoxy-7a-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-7,13-dioxodocosahydrobenzo[a]tetracene-2-carboxylate
  参考文献：
  名称：

  Molecular Library Synthesis Using Complex Substrates: Expanding the Framework of Triterpenoids

  摘要：

  The remodeling of a natural product core framework by means of diversity-oriented synthesis (DOS) is a valuable approach to access diverse/biologically relevant chemical space and to overcome the limitations of combinatorial-type compounds. Here we provide proof of principle and a thorough conformational analysis for a general strategy whereby the inherent complexity of a starting material is used to define the regio- and stereochemical outcomes of reactions in chemical library construction. This is in contrast to the traditional DOS logic employing reaction development and catalysis to drive library diversity.

  DOI：

  10.1021/jo302211f