(1S,3R,5R,7R)-3-Fluoro-10,10-dimethyl-3-phenyl-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane | 156832-22-3

• 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,3R,5R,7R)-3-Fluoro-10,10-dimethyl-3-phenyl-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane
• 英文别名: (1S,5R,7R)-3-fluoro-10,10-dimethyl-3-phenyl-4-oxa-3lambda4-selenatricyclo[5.2.1.01,5]decane；(1S,5R,7R)-3-fluoro-10,10-dimethyl-3-phenyl-4-oxa-3λ4-selenatricyclo[5.2.1.01,5]decane
• CAS: 156832-22-3
• 化学式: C₁₆H₂₁FOSe
• 分子量: 327.301
• InChiKey: JLAFAIXKTVXNDG-XNRPHZJLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,3R,5R,7R)-3-Fluoro-10,10-dimethyl-3-phenyl-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane 在 碳酸氢钠 、 sodium chloride 作用下， 以 二氯甲烷 为溶剂， 生成 (1S)-10-(phenylseleninyl)-2-exo-borneol
  参考文献：
  名称：

  Optically Pure Haloselenuranes. First Synthesis and Nucleophilic Substitutions

  摘要：

  The first synthesis of optically pure haloselenuranes 1 has been accomplished by utilizing the 2-exehydroxy-10-bornyl group as a chiral ligand. Complete retention of the configuration has been observed in interconversion reactions between haloselenuranes 1 and selenoxide 2 and in nucleophilic substitution reactions of 1.

  DOI：

  10.1021/jo00091a008
• 作为产物：
  描述：

  (1S)-10-(phenylseleninyl)-2-exo-borneol 在 盐酸 、 silver fluoride 作用下， 以 甲醇 为溶剂， 生成 (1S,3R,5R,7R)-3-Fluoro-10,10-dimethyl-3-phenyl-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane
  参考文献：
  名称：

  Optically Pure Haloselenuranes. First Synthesis and Nucleophilic Substitutions

  摘要：

  The first synthesis of optically pure haloselenuranes 1 has been accomplished by utilizing the 2-exehydroxy-10-bornyl group as a chiral ligand. Complete retention of the configuration has been observed in interconversion reactions between haloselenuranes 1 and selenoxide 2 and in nucleophilic substitution reactions of 1.

  DOI：

  10.1021/jo00091a008

文献信息

• Optically Pure Haloselenuranes. First Synthesis and Nucleophilic Substitutions
  作者：Tamiko Takahashi、Noriyuki Kurose、Saburo Kawanami、Yoshitsugu Arai、Toru Koizumi、Motoo Shiro

  DOI：10.1021/jo00091a008

  日期：1994.6

  The first synthesis of optically pure haloselenuranes 1 has been accomplished by utilizing the 2-exehydroxy-10-bornyl group as a chiral ligand. Complete retention of the configuration has been observed in interconversion reactions between haloselenuranes 1 and selenoxide 2 and in nucleophilic substitution reactions of 1.