(4bS,10aS,10bR)-4b-methyl-5,6,9,10,10a,10b,11,12-octahydrobenzo[f]pyrrolo[2,1-a]isoquinolin-8(4bH)-one | 1222922-69-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (4bS,10aS,10bR)-4b-methyl-5,6,9,10,10a,10b,11,12-octahydrobenzo[f]pyrrolo[2,1-a]isoquinolin-8(4bH)-one
• 英文别名: (3aS,3bR,9bS)-9b-methyl-2,3,3a,3b,4,5,10,11-octahydronaphtho[1,2-g]indolizin-1-one
• CAS: 1222922-69-1
• 化学式: C₁₇H₂₁NO
• 分子量: 255.36
• InChiKey: ZWQMUFRCPUAROP-YQQAZPJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (E)-5-hydroxy-1-(3-methyl-6-phenylhex-3-en-1-yl)pyrrolidin-2-one 在 盐酸 、 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-3,3-dimethyl-1-oxo-1-((R)-2-(pyren-4-yl)pyrrolidin-1-yl)butan-2-yl)thiourea 作用下， 以 乙醚 、 甲基叔丁基醚 为溶剂， 生成 Desoxy-13-aza-9-methyl-18-norestrone 、 (4bS,10aS,10bR)-4b-methyl-5,6,9,10,10a,10b,11,12-octahydrobenzo[f]pyrrolo[2,1-a]isoquinolin-8(4bH)-one
  参考文献：
  名称：

  Enantioselective Thiourea-Catalyzed Cationic Polycyclizations

  摘要：

  A new thiourea catalyst is reported for the enantioselective cationic polycyclization of hydroxylactams. Both the yield and enantioselectivity of this transformation were found to vary strongly with the identity of a single aromatic residue on a common catalyst framework, with more expansive and polarizable arenes proving optimal. Evidence is presented for a mechanism in which stabilizing cation-Pi interactions are a principal determinant of enantioselectivity.

  DOI：

  10.1021/ja101256v

文献信息

• Enantioselective Thiourea-Catalyzed Cationic Polycyclizations
  作者：Robert R. Knowles、Song Lin、Eric N. Jacobsen

  DOI：10.1021/ja101256v

  日期：2010.4.14

  A new thiourea catalyst is reported for the enantioselective cationic polycyclization of hydroxylactams. Both the yield and enantioselectivity of this transformation were found to vary strongly with the identity of a single aromatic residue on a common catalyst framework, with more expansive and polarizable arenes proving optimal. Evidence is presented for a mechanism in which stabilizing cation-Pi interactions are a principal determinant of enantioselectivity.