Methyl-<1R-(1α,4aβ,5β,8aα)>-1,2,3,4,4a,5,8,8a-octahydro-6-hydroxymethyl-5-(3S-hydroxy-4-methylpentyl)-1,4a-dimethyl-5-naphthalene-1-carboxylate | 171826-05-4

• 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: Methyl-<1R-(1α,4aβ,5β,8aα)>-1,2,3,4,4a,5,8,8a-octahydro-6-hydroxymethyl-5-(3S-hydroxy-4-methylpentyl)-1,4a-dimethyl-5-naphthalene-1-carboxylate
• 英文别名: methyl (1R,4aR,5R,8aR)-6-(hydroxymethyl)-5-[(3S)-3-hydroxy-4-methylpentyl]-1,4a-dimethyl-2,3,4,5,8,8a-hexahydronaphthalene-1-carboxylate
• CAS: 171826-05-4
• 化学式: C₂₁H₃₆O₄
• 分子量: 352.514
• InChiKey: XSMLTWMTQUMTCP-FSAOVCISSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  Methyl-<1R-(1α,4aβ,5β,8aα)>-1,2,3,4,4a,5,8,8a-octahydro-6-hydroxymethyl-5-(3S-hydroxy-4-methylpentyl)-1,4a-dimethyl-5-naphthalene-1-carboxylate 在 sodium hydroxide 、 硼烷四氢呋喃络合物 、 双氧水 作用下， 生成 Methyl-<1R-(1α,4aβ,5β,6β,7α,8aα)>-decahydro-7-hydroxy-6-hydroxymethyl-5-(3S-hydroxy-4-methylpentyl)-1,4a-dimethylnaphthalene-1-carboxylate
  参考文献：
  名称：

  New chiral synthons from abietic acid: Oxidation of the C-ring and degradation of the carbon skeleton

  摘要：

  The C-ring of abietic acid (1) is selectively oxidized and cleaved. New chiral synthons for stereoselective synthesis of bi- and tricyclic sesqui- and diterpenes are described.

  DOI：

  10.1007/bf00811381
• 作为产物：
  描述：

  methyl 13β,14β-dihydroxyabieta-7-en-18-oate 在 sodium tetrahydroborate 、 sodium periodate 作用下， 以 乙醇 为溶剂， 反应 20.0h， 生成 Methyl-<1R-(1α,4aβ,5β,8aα)>-1,2,3,4,4a,5,8,8a-octahydro-6-hydroxymethyl-5-(3S-hydroxy-4-methylpentyl)-1,4a-dimethyl-5-naphthalene-1-carboxylate
  参考文献：
  名称：

  New chiral synthons from abietic acid: Oxidation of the C-ring and degradation of the carbon skeleton

  摘要：

  The C-ring of abietic acid (1) is selectively oxidized and cleaved. New chiral synthons for stereoselective synthesis of bi- and tricyclic sesqui- and diterpenes are described.

  DOI：

  10.1007/bf00811381