(1S,5S,6R,7R)-7-tert-butyldimethylsilyloxy-6-<(E,3S,5S)-3-tert-butyldimethylsilyloxy-5-methyl-1-nonenyl>-2-diethoxyphosphoryloxy-3-methylenebicyclo<3.3.0>octane | 843658-89-9

• 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: (1S,5S,6R,7R)-7-tert-butyldimethylsilyloxy-6-<(E,3S,5S)-3-tert-butyldimethylsilyloxy-5-methyl-1-nonenyl>-2-diethoxyphosphoryloxy-3-methylenebicyclo<3.3.0>octane
• 英文别名: [(3aS,4R,5R,6aS)-5-[tert-butyl(dimethyl)silyl]oxy-4-[(E,3S,5S)-3-[tert-butyl(dimethyl)silyl]oxy-5-methylnon-1-enyl]-2-methylidene-3,3a,4,5,6,6a-hexahydro-1H-pentalen-1-yl] diethyl phosphate
• CAS: 843658-89-9
• 化学式: C₃₅H₆₉O₆PSi₂
• 分子量: 673.074
• InChiKey: IQCNOMNJKSHWCZ-FQRDXIJDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.32
• 重原子数：
  44
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1S,5S,6R,7R)-7-tert-butyldimethylsilyloxy-6-<(E,3S,5S)-3-tert-butyldimethylsilyloxy-5-methyl-1-nonenyl>-2-diethoxyphosphoryloxy-3-methylenebicyclo<3.3.0>octane 、 alkaline earth salt of/the/ methylsulfuric acid 以 四氢呋喃 为溶剂， 以88%的产率得到(1S,5S,6R,7R)-7-tert-butyldimethylsilyloxy-6-<(E,3S,5S)-3-tert-butyldimethylsilyloxy-5-methyl-1-nonenyl>-3-<2-(4-methoxycarbonylphenyl)ethyl>bicyclo<3.3.0>-2-octene
  参考文献：
  名称：

  Synthesis of novel isocarbacyclins containing a phenylene moiety in the α-side chain

  摘要：

  Synthesis of novel isocarbacyclin derivatives containing a phenylene moiety in the alpha-side chain has been achieved through the regioselective S(N)2' substitution reaction of bicyclic allylic phosphates with ester-containing phenylic and benzylic zinc-copper reagents.

  DOI：

  10.1016/0040-4020(95)00242-z
• 作为产物：
  描述：

  氯磷酸二乙酯 、 (1S,5S,6R,7R)-7-tert-butyldimethylsilyloxy-6-<(E,3S,5S)-3-tert-butyldimethylsilyloxy-5-methyl-1-nonenyl>-2-hydroxy-3-methylenebicyclo<3.3.0>octane 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以78%的产率得到(1S,5S,6R,7R)-7-tert-butyldimethylsilyloxy-6-<(E,3S,5S)-3-tert-butyldimethylsilyloxy-5-methyl-1-nonenyl>-2-diethoxyphosphoryloxy-3-methylenebicyclo<3.3.0>octane
  参考文献：
  名称：

  Synthesis of novel isocarbacyclins containing a phenylene moiety in the α-side chain

  摘要：

  Synthesis of novel isocarbacyclin derivatives containing a phenylene moiety in the alpha-side chain has been achieved through the regioselective S(N)2' substitution reaction of bicyclic allylic phosphates with ester-containing phenylic and benzylic zinc-copper reagents.

  DOI：

  10.1016/0040-4020(95)00242-z

文献信息

• Synthesis of novel isocarbacyclins containing a phenylene moiety in the α-side chain
  作者：Masahiro Koga、Takao Fujii、Toshio Tanaka

  DOI：10.1016/0040-4020(95)00242-z

  日期：1995.5

  Synthesis of novel isocarbacyclin derivatives containing a phenylene moiety in the alpha-side chain has been achieved through the regioselective S(N)2' substitution reaction of bicyclic allylic phosphates with ester-containing phenylic and benzylic zinc-copper reagents.