tert-butyl ((2R,4R)-1-iodo-2,6-dimethylheptan-4-yloxy)diphenylsilane | 1040132-20-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: tert-butyl ((2R,4R)-1-iodo-2,6-dimethylheptan-4-yloxy)diphenylsilane
• 英文别名: tert-butyl-[(2R,4R)-1-iodo-2,6-dimethylheptan-4-yl]oxy-diphenylsilane
• CAS: 1040132-20-4
• 化学式: C₂₅H₃₇IOSi
• 分子量: 508.558
• InChiKey: GBQSVDKPMZQBDI-FGZHOGPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.44
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  (2R,4R)-4-(tert-butyldiphenylsilyloxy)-2,6-dimethylheptan-1-ol 在 咪唑 、 碘 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以92%的产率得到tert-butyl ((2R,4R)-1-iodo-2,6-dimethylheptan-4-yloxy)diphenylsilane
  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