(3aS,3bR,10bS,12aR)-2,2-dimethyl-3b,4,10b,12a-tetrahydrobis[1,3]dioxolo[4,5-c:4',5'-j]phenanthridin-5(3aH)-one | 1161437-23-5

• 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: (3aS,3bR,10bS,12aR)-2,2-dimethyl-3b,4,10b,12a-tetrahydrobis[1,3]dioxolo[4,5-c:4',5'-j]phenanthridin-5(3aH)-one
• 英文别名: (1S,13R,14S,18R)-16,16-dimethyl-5,7,15,17-tetraoxa-12-azapentacyclo[11.7.0.02,10.04,8.014,18]icosa-2,4(8),9,19-tetraen-11-one
• CAS: 1161437-23-5
• 化学式: C₁₇H₁₇NO₅
• 分子量: 315.326
• InChiKey: MSTPNCLMHSYGEY-UYJAGUKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-bromo-N-((3aS,4R,7aR)-2,2-dimethyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxol-4-yl)benzo[d][1,3]dioxole-5-carboxamide 在 三正丁胺 、 palladium diacetate 、 三苯基膦 作用下， 以 1,4-二氧六环 为溶剂， 反应 60.0h， 以48%的产率得到(3aS,3bR,10bS,12aR)-2,2-dimethyl-3b,4,10b,12a-tetrahydrobis[1,3]dioxolo[4,5-c:4',5'-j]phenanthridin-5(3aH)-one
  参考文献：
  名称：

  Desymmetrization of Hydrazinocyclohexadienes: A New Approach for the Synthesis of Polyhydroxylated Aminocyclohexanes

  摘要：

  Hydrazinocyclohexadienes, easily prepared by an ene-reaction between commercially available azodicarboxylate reagents and cyclohexadiene, are interesting substrates for desymmetrization reactions. Under Sharpless asymmetric dihydroxylation conditions, they can lead efficiently to several chiral building blocks as well as advanced precursors of biologically active compounds.

  DOI：

  10.1021/ol900779v

文献信息

• Desymmetrization of Hydrazinocyclohexadienes: A New Approach for the Synthesis of Polyhydroxylated Aminocyclohexanes
  作者：Gauthier Errasti、Cyrille Koundé、Olivier Mirguet、Thomas Lecourt、Laurent Micouin

  DOI：10.1021/ol900779v

  日期：2009.7.2

  Hydrazinocyclohexadienes, easily prepared by an ene-reaction between commercially available azodicarboxylate reagents and cyclohexadiene, are interesting substrates for desymmetrization reactions. Under Sharpless asymmetric dihydroxylation conditions, they can lead efficiently to several chiral building blocks as well as advanced precursors of biologically active compounds.