(4S,6R)-6-(tert-butyldiphenylsilyloxy)-1-(furan-3-yl)-4,8-dimethylnonan-1-one | 1040132-21-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4S,6R)-6-(tert-butyldiphenylsilyloxy)-1-(furan-3-yl)-4,8-dimethylnonan-1-one
• CAS: 1040132-21-5
• 化学式: C₃₁H₄₂O₃Si
• 分子量: 490.758
• InChiKey: DUSGLORLNHAQDZ-AHKZPQOWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.26
• 重原子数：
  35.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  39.44
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (4S,6R)-6-(tert-butyldiphenylsilyloxy)-1-(furan-3-yl)-4,8-dimethylnonan-1-one 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以91%的产率得到(4S,6R)-1-(furan-3-yl)-6-hydroxy-4,8-dimethylnonan-1-one
  参考文献：
  名称：

  Asymmetric Hydrogenation Approaches to Valuable, Acyclic 1,3-Hydroxymethyl Chirons

  摘要：

  An iridium carbene oxazoline complex was used to catalyze hydrogenations of trisubstituted alkenes to give terminal and internal 1,3-hydroxymethyl chirons. The products are accessible in all possible stereoisomeric forms. These hydrogenation do not require strongly coordinating functionalities on the substrate, and in some key cases, catalyst-rather than substrate-controlled stereoselectives are observed. It is hypothesized that these reactions would not be feasible using iridium or rhodium diphosphind complexes.

  DOI：

  10.1021/ja802909b
• 作为产物：
  描述：

  tert-butyl ((2R,4R)-1-iodo-2,6-dimethylheptan-4-yloxy)diphenylsilane 、 1-Furan-3-yl-2-methanesulfinyl-ethanone 在 sodium hydride 、 aluminum amalgam 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 、 四氢呋喃 、 水 为溶剂， 反应 16.0h， 以49%的产率得到(4S,6R)-6-(tert-butyldiphenylsilyloxy)-1-(furan-3-yl)-4,8-dimethylnonan-1-one
  参考文献：
  名称：

  Asymmetric Hydrogenation Approaches to Valuable, Acyclic 1,3-Hydroxymethyl Chirons

  摘要：

  An iridium carbene oxazoline complex was used to catalyze hydrogenations of trisubstituted alkenes to give terminal and internal 1,3-hydroxymethyl chirons. The products are accessible in all possible stereoisomeric forms. These hydrogenation do not require strongly coordinating functionalities on the substrate, and in some key cases, catalyst-rather than substrate-controlled stereoselectives are observed. It is hypothesized that these reactions would not be feasible using iridium or rhodium diphosphind complexes.

  DOI：

  10.1021/ja802909b