Dimethyl-<1R-(1α,4aβ,5β,8aα)>-1,2,3,4,4a,5,8,9,8a-octahydro-1,4a-dimethyl-5-(4-methyl-3-oxopentyl)naphthalene-1,6-dicarboxylate | 171826-02-1

• 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: Dimethyl-<1R-(1α,4aβ,5β,8aα)>-1,2,3,4,4a,5,8,9,8a-octahydro-1,4a-dimethyl-5-(4-methyl-3-oxopentyl)naphthalene-1,6-dicarboxylate
• 英文别名: dimethyl (1R,4aS,5R,8aR)-1,4a-dimethyl-5-(4-methyl-3-oxopentyl)-2,3,4,5,8,8a-hexahydronaphthalene-1,6-dicarboxylate
• CAS: 171826-02-1
• 化学式: C₂₂H₃₄O₅
• 分子量: 378.509
• InChiKey: OMSWLHNUHBLQFK-PZKPASOESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Dimethyl-<1R-(1α,4aβ,5β,8aα)>-1,2,3,4,4a,5,8,9,8a-octahydro-1,4a-dimethyl-5-(4-methyl-3-oxopentyl)naphthalene-1,6-dicarboxylate 在 potassium permanganate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 18.0h， 以22%的产率得到Dimethyl-<1R-(1α,4aβ,5β,6α,7β,8aα)>-decahydro-6,7-dihydroxy-1,4a-dimethyl-5-(4-methyl-3-oxopentyl)naphthalene-1,6-dicarboxylate
  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：

  (1R,4aR,5R,8aR)-methyl-6-formyl-1,4a-dimethyl-5-(4-methyl-3-oxopentyl)-1,2,3,4,4a,5,8,8a-octahydronaphthalene-1-carboxylate 在 sodium chlorite 、 sodium dihydrogenphosphate 作用下， 以 乙醚 、 水 、 叔丁醇 为溶剂， 反应 18.0h， 生成 Dimethyl-<1R-(1α,4aβ,5β,8aα)>-1,2,3,4,4a,5,8,9,8a-octahydro-1,4a-dimethyl-5-(4-methyl-3-oxopentyl)naphthalene-1,6-dicarboxylate
  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

文献信息

• New chiral synthons from abietic acid: Oxidation of the C-ring and degradation of the carbon skeleton
  作者：E. Haslinger、A. H�fner

  DOI：10.1007/bf00811381

  日期：1995.10

  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.