(5R,6R)-6-((2S)-2,3-O-isopropylidene-2,3-dihydroxypropyl)-2,6-dimethylbicyclo[3.3.0]non-1-en-3-one | 1048341-73-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5R,6R)-6-((2S)-2,3-O-isopropylidene-2,3-dihydroxypropyl)-2,6-dimethylbicyclo[3.3.0]non-1-en-3-one
• 英文别名: (6R,6aR)-6-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]-3,6-dimethyl-1,4,5,6a-tetrahydropentalen-2-one
• CAS: 1048341-73-6
• 化学式: C₁₆H₂₄O₃
• 分子量: 264.365
• InChiKey: AGDRYCKVSQIRLV-DETPVDSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (5R,6R)-6-((2S)-2,3-O-isopropylidene-2,3-dihydroxypropyl)-2,6-dimethylbicyclo[3.3.0]non-1-en-3-one 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以92%的产率得到(5R,6R)-6-((2S)-2,3-dihydroxypropyl)-2,6-dimethylbicyclo[3.3.0]non-1-en-3-one
  参考文献：
  名称：

  A Synthetic Approach to the Fusicoccane A−B Ring Fragment Based on a Pauson−Khand Cycloaddition/Norrish Type 1 Fragmentation

  摘要：

  A synthetic approach to the A-B ring system within the fusicoccane family of diterpenes is presented. Key steps in this approach are a diastereoselective Pauson-Khand reaction, a Norrish 1 photofragmentation, a Charette cyclopropanation, and a ring-closing metathesis process.

  DOI：

  10.1021/jo800933f
• 作为产物：
  描述：

  (2S,4R)-1,2-O-isopropylidene-4-methyl-4-vinyl-7-nonyne-1,2-diol 、 alkaline earth salt of/the/ methylsulfuric acid 在 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (5S,6R)-6-((2S)-2,3-O-isopropylidene-2,3-dihydroxypropyl)-2,6-dimethylbicyclo[3.3.0]non-1-en-3-one 、 (5R,6R)-6-((2S)-2,3-O-isopropylidene-2,3-dihydroxypropyl)-2,6-dimethylbicyclo[3.3.0]non-1-en-3-one
  参考文献：
  名称：

  A Synthetic Approach to the Fusicoccane A−B Ring Fragment Based on a Pauson−Khand Cycloaddition/Norrish Type 1 Fragmentation

  摘要：

  A synthetic approach to the A-B ring system within the fusicoccane family of diterpenes is presented. Key steps in this approach are a diastereoselective Pauson-Khand reaction, a Norrish 1 photofragmentation, a Charette cyclopropanation, and a ring-closing metathesis process.

  DOI：

  10.1021/jo800933f

文献信息

• A Synthetic Approach to the Fusicoccane A−B Ring Fragment Based on a Pauson−Khand Cycloaddition/Norrish Type 1 Fragmentation
  作者：Gregory R. Dake、Erik E. Fenster、Brian O. Patrick

  DOI：10.1021/jo800933f

  日期：2008.9.1

  A synthetic approach to the A-B ring system within the fusicoccane family of diterpenes is presented. Key steps in this approach are a diastereoselective Pauson-Khand reaction, a Norrish 1 photofragmentation, a Charette cyclopropanation, and a ring-closing metathesis process.