meso-1,1,9,9-tetramethoxy-3,7-dimethylnonan-5-one | 1396140-71-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: meso-1,1,9,9-tetramethoxy-3,7-dimethylnonan-5-one
• 英文别名: (3R,7S)-1,1,9,9-tetramethoxy-3,7-dimethylnonan-5-one
• CAS: 1396140-71-8
• 化学式: C₁₅H₃₀O₅
• 分子量: 290.4
• InChiKey: HCCIKONHHIJNGS-TXEJJXNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  syn-3,8-dimethylcyclonon-5-enone 在 Hoveyda-Grubbs catalyst second generation 、 臭氧 作用下， 生成 meso-1,1,9,9-tetramethoxy-3,7-dimethylnonan-5-one 、 (+/-)-(2S,4R,6S,8S,10S)-2,8-dimethoxy-4,10-dimethyl-1,7-dioxaspiro[5.5]undecane
  参考文献：
  名称：

  Tandem Dihydroxylation, Hemiketalization and Conjugate Addition Leading to a Singly Anomeric Spiroketal

  摘要：

  A novel, highly stereoselective tandem dihydroxylation, hemiketalization and conjugate addition reaction is reported that transforms a linear meso-functionalized bis-enone into a substituted singly anomeric spiroketal, effectively controlling six stereocenters in a single operation. As part of an effort to explore the thermodynamic consequences of establishing the singly anomeric spiroketal in this system, the assembly of a related fully anomeric spiroketal possessing an unusual ketal-spiroketal-ketal framework is demonstrated.

  DOI：

  10.1055/s-0031-1290817