2-((1R-(1α,4aβ,4bα,8aβ,9α,10aα))-1,2,3,4,4a,4b,5,6,8a,9,10,10a-dodecahydro-9-hydroxy-1-hydroxymethyl-1,4a-dimethyl-7-(1-methylethyl)phenanthren-9-yl)ethanol | 444108-62-7

• 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: 2-((1R-(1α,4aβ,4bα,8aβ,9α,10aα))-1,2,3,4,4a,4b,5,6,8a,9,10,10a-dodecahydro-9-hydroxy-1-hydroxymethyl-1,4a-dimethyl-7-(1-methylethyl)phenanthren-9-yl)ethanol
• 英文别名: (1R,4aR,4bS,8aS,9S,10aR)-9-(2-hydroxyethyl)-1-(hydroxymethyl)-1,4a-dimethyl-7-propan-2-yl-3,4,4b,5,6,8a,10,10a-octahydro-2H-phenanthren-9-ol
• CAS: 444108-62-7
• 化学式: C₂₂H₃₈O₃
• 分子量: 350.542
• InChiKey: XIVHCTLZNWGNIJ-PCPGVINSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-((1R-(1α,4aβ,4bα,8aβ,9α,10aα))-1,2,3,4,4a,4b,5,6,8a,9,10,10a-dodecahydro-9-hydroxy-1-hydroxymethyl-1,4a-dimethyl-7-(1-methylethyl)phenanthren-9-yl)ethanol 在 臭氧 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以82%的产率得到4-methyl-1-((1R-(1α,4aα,5aα,6α,9aβ,10β,10aβ))-1,4a-dihydroxy-6-hydroxymethyl-6,9a-dimethyl-perhydronaphtho[2,3-c]pyran-10-yl)-3-pentanone
  参考文献：
  名称：

  Synthetic Transformations of Abietic Acid V a : Structure Modification and Ozonization

  摘要：

  Carbon side chains are attached via Reformatsky reactions to the B-ring of abietic acid, followed by selective modifications and finally ozonization of the C-ring. The products can be used as educts for the synthesis of highly oxidized terpene derivatives.

  DOI：

  10.1007/s007060200000
• 作为产物：
  描述：

  (1R,4aR,4bS,8aS,9S,10aR)-9-Ethoxycarbonylmethyl-9-hydroxy-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,4b,5,6,8a,9,10,10a-dodecahydro-phenanthrene-1-carboxylic acid methyl ester 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以58%的产率得到2-((1R-(1α,4aβ,4bα,8aβ,9α,10aα))-1,2,3,4,4a,4b,5,6,8a,9,10,10a-dodecahydro-9-hydroxy-1-hydroxymethyl-1,4a-dimethyl-7-(1-methylethyl)phenanthren-9-yl)ethanol
  参考文献：
  名称：

  Synthetic Transformations of Abietic Acid V a : Structure Modification and Ozonization

  摘要：

  Carbon side chains are attached via Reformatsky reactions to the B-ring of abietic acid, followed by selective modifications and finally ozonization of the C-ring. The products can be used as educts for the synthesis of highly oxidized terpene derivatives.

  DOI：

  10.1007/s007060200000