2,2-Dimethyl-propionic acid (3aS,6aS,8S,10aS,10bS)-4,4,10b-trimethyl-1,10-dioxo-3a,4,5,6,6a,10,10a,10b-octahydro-1H-7,9-dioxa-cyclohepta[de]naphthalen-8-ylmethyl ester | 138723-37-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-Dimethyl-propionic acid (3aS,6aS,8S,10aS,10bS)-4,4,10b-trimethyl-1,10-dioxo-3a,4,5,6,6a,10,10a,10b-octahydro-1H-7,9-dioxa-cyclohepta[de]naphthalen-8-ylmethyl ester
• 英文别名: [(1S,5S,9S,11S,14S)-6,6,14-trimethyl-2,13-dioxo-10,12-dioxatricyclo[7.4.1.05,14]tetradec-3-en-11-yl]methyl 2,2-dimethylpropanoate
• CAS: 138723-37-2
• 化学式: C₂₁H₃₀O₆
• 分子量: 378.466
• InChiKey: HNAAFIFMXMTDMB-DQKQSUEQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  27.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  78.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-propionic acid (3aS,6aS,8S,10aS,10bS)-4,4,10b-trimethyl-1,10-dioxo-3a,4,5,6,6a,10,10a,10b-octahydro-1H-7,9-dioxa-cyclohepta[de]naphthalen-8-ylmethyl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 (2aβ,5aα,8aβ,8bβ)-2a,3,5a,6,7,8,8a,8b-octahydro-3-oxo-6,6,8b-trimethyl-2H-naphtho<1,8-bc>furan-2-one
  参考文献：
  名称：

  Pyranose .alpha.-enones provided ready access to functionalized trans-decalins via bis-annulated pyranosides obtained by intramolecular Diels-Alder reactions. A key intermediate for forskolin.

  摘要：

  Intramolecular Diels-Alder routes for the preparation of bis-annulated pyranosides, as chiral precursors of functionalized trans-decalin rings of terpenoid natural products, have been investigated.

  DOI：

  10.1021/jo00030a005
• 作为产物：
  描述：

  [(1S,3R,5R,9S,13S)-10,10,13-trimethyl-4-oxo-2-oxatricyclo[7.3.1.05,13]tridec-7-en-3-yl]methyl 2,2-dimethylpropanoate 在 sodium chromate(VI) 、 乙酸酐 作用下， 以 溶剂黄146 为溶剂， 生成 2,2-Dimethyl-propionic acid (3aS,6aS,8S,10aS,10bS)-4,4,10b-trimethyl-1,10-dioxo-3a,4,5,6,6a,10,10a,10b-octahydro-1H-7,9-dioxa-cyclohepta[de]naphthalen-8-ylmethyl ester
  参考文献：
  名称：

  Pyranose .alpha.-enones provided ready access to functionalized trans-decalins via bis-annulated pyranosides obtained by intramolecular Diels-Alder reactions. A key intermediate for forskolin.

  摘要：

  Intramolecular Diels-Alder routes for the preparation of bis-annulated pyranosides, as chiral precursors of functionalized trans-decalin rings of terpenoid natural products, have been investigated.

  DOI：

  10.1021/jo00030a005