(E)-ethyl 3,9-dihydroxynon-7-enoate | 1010081-59-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-ethyl 3,9-dihydroxynon-7-enoate
• 英文别名: ethyl (E)-3,9-dihydroxynon-7-enoate
• CAS: 1010081-59-0
• 化学式: C₁₁H₂₀O₄
• 分子量: 216.277
• InChiKey: DOLVCRRDIXCGTB-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-ethyl 3,9-dihydroxynon-7-enoate 在 三苯基膦氯金 4 A molecular sieve 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 9.0h， 以91%的产率得到cis-ethyl 2-(6-vinyl-tetrahydro-2H-pyran-2-yl)acetate
  参考文献：
  名称：

  Au-Catalyzed Cyclization of Monoallylic Diols

  摘要：

  The Ph3PAuCl/AgOTf-catalyzed cyclization of monoallylic diols to form tetrahydropyrans is reported. The reactions proceed rapidly at temperatures as low as -78 degrees C with catalyst loadings as low as 0.1 mol % to provide the products in 79-99% yield. A broad range of structurally diverse substrates perform well in the reaction. When 2,6-disubstituted tetrahydropyrans are produced, the reaction is highly diastereoselective for the 2,6-cis product.

  DOI：

  10.1021/ol703002p
• 作为产物：
  描述：

  (E)-ethyl 3-hydroxy-9-oxonon-7-enoate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以86%的产率得到(E)-ethyl 3,9-dihydroxynon-7-enoate
  参考文献：
  名称：

  Au-Catalyzed Cyclization of Monoallylic Diols

  摘要：

  The Ph3PAuCl/AgOTf-catalyzed cyclization of monoallylic diols to form tetrahydropyrans is reported. The reactions proceed rapidly at temperatures as low as -78 degrees C with catalyst loadings as low as 0.1 mol % to provide the products in 79-99% yield. A broad range of structurally diverse substrates perform well in the reaction. When 2,6-disubstituted tetrahydropyrans are produced, the reaction is highly diastereoselective for the 2,6-cis product.

  DOI：

  10.1021/ol703002p

文献信息

• Au-Catalyzed Cyclization of Monoallylic Diols
  作者：Aaron Aponick、Chuan-Ying Li、Berenger Biannic

  DOI：10.1021/ol703002p

  日期：2008.2.1

  The Ph3PAuCl/AgOTf-catalyzed cyclization of monoallylic diols to form tetrahydropyrans is reported. The reactions proceed rapidly at temperatures as low as -78 degrees C with catalyst loadings as low as 0.1 mol % to provide the products in 79-99% yield. A broad range of structurally diverse substrates perform well in the reaction. When 2,6-disubstituted tetrahydropyrans are produced, the reaction is highly diastereoselective for the 2,6-cis product.