(Z)-3-(tert-Butyl-dimethyl-silanyl)-2-methyl-prop-2-en-1-ol | 142843-61-6

• 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: (Z)-3-(tert-Butyl-dimethyl-silanyl)-2-methyl-prop-2-en-1-ol
• 英文别名: (Z)-3-[tert-butyl(dimethyl)silyl]-2-methylprop-2-en-1-ol
• CAS: 142843-61-6
• 化学式: C₁₀H₂₂OSi
• 分子量: 186.37
• InChiKey: MYVANWTUTDGUMP-HJWRWDBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  {[(Z)-3-iodo-2-methylprop-2-en-1-yl]oxy}(tert-butyl)dimethylsilane 在 正丁基锂 、 三丁基氯化锡 作用下， 以 四氢呋喃 为溶剂， 生成 (Z)-3-(tert-Butyl-dimethyl-silanyl)-2-methyl-prop-2-en-1-ol
  参考文献：
  名称：

  A multicomponent coupling strategy suitable for the synthesis of the triene component of the oxazolomycin antibioticsThis is one of a number of contributions from the current members of the Dyson Perrins Laboratory to mark the end of almost 90 years of organic chemistry research in that building, as all its current academic staff move across South Parks Road to a new purpose-built laboratory.

  摘要：

  报道了适用于合成oxazolomycin左旋三烯子单元类似物的三种几何异构体的简明且多功能的路线。基于关键Heck反应的策略未能成功，这归因于烯烃底物的空间阻碍和电子失活。然而，另一种Stille偶联策略既多功能又高产，且有可能适用于合成侧链几何结构和末端芳香或杂芳香残基不同的类似物。

  DOI：

  10.1039/b306925g

文献信息

• Han, Qi; Wiemer, David F., Journal of the American Chemical Society, 1992, vol. 114, # 20, p. 7692 - 7697
  作者：Han, Qi、Wiemer, David F.

  DOI：——

  日期：——
• A multicomponent coupling strategy suitable for the synthesis of the triene component of the oxazolomycin antibioticsThis is one of a number of contributions from the current members of the Dyson Perrins Laboratory to mark the end of almost 90 years of organic chemistry research in that building, as all its current academic staff move across South Parks Road to a new purpose-built laboratory.
  作者：Paul G. Bulger、Mark G. Moloney、Paul C. Trippier

  DOI：10.1039/b306925g

  日期：——

  Concise and versatile routes suitable for the synthesis of three geometric isomers of an analogue of the left hand triene sub-unit of oxazolomycin are reported. A strategy based upon a key Heck reaction was unsuccessful, and this was traced to a combination of steric encumbrance and electronic deactivation of the alkene substrate. An alternative Stille coupling strategy, however, proved to be both versatile and high yielding, and is potentially applicable to the synthesis of analogues with variation both in the side-chain geometry and in the identity of the terminal aromatic or heteroaromatic residue.

  报道了适用于合成oxazolomycin左旋三烯子单元类似物的三种几何异构体的简明且多功能的路线。基于关键Heck反应的策略未能成功，这归因于烯烃底物的空间阻碍和电子失活。然而，另一种Stille偶联策略既多功能又高产，且有可能适用于合成侧链几何结构和末端芳香或杂芳香残基不同的类似物。