6-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyl)-2-methyl-hex-1-en-3-one | 413602-03-6

• 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: 6-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyl)-2-methyl-hex-1-en-3-one
• 英文别名: 4-[(E)-1-[tert-butyl(dimethyl)silyl]prop-1-en-2-yl]-5-methylhex-4-en-1-ol
• CAS: 413602-03-6
• 化学式: C₁₆H₃₂OSi
• 分子量: 268.515
• InChiKey: CLAPXFKJEQFKHL-WYMLVPIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.09
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyl)-2-methyl-hex-1-en-3-one 在 pyridine-SO3 complex 、 potassium carbonate 、 二甲基亚砜 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 4-[2-(tert-butyl-dimethyl-silanyl)-1-methyl-vinyl]-6-methyl-hept-1-yn-5-ene
  参考文献：
  名称：

  New Efficient Construction of the ABC Core of the Taxoids via a Sequence of Consecutive Cobalt(I)-Mediated [2 + 2 + 2] and [4 + 2] Cyclizations

  摘要：

  [GRAPHICS]A new and efficient sequence of two consecutive cyclizations, a cobalt(I)-mediated [2 + 2 + 2] cyclotrimerization and a Diels-Alder reaction, is proposed to allow the formation of the ABC core of the taxoids in 65% overall yield, starting from an acyclic polyunsaturated precursor.

  DOI：

  10.1021/ol025623r
• 作为产物：
  描述：

  (E) 3-tert-butyldimethylsilyl-2-methyl-prop-2-en-1-ol 在 正丁基锂 、 草酰氯 、 四丁基氟化铵 、 叔丁基锂 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 正戊烷 为溶剂， 反应 4.25h， 生成 6-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyl)-2-methyl-hex-1-en-3-one
  参考文献：
  名称：

  New Efficient Construction of the ABC Core of the Taxoids via a Sequence of Consecutive Cobalt(I)-Mediated [2 + 2 + 2] and [4 + 2] Cyclizations

  摘要：

  [GRAPHICS]A new and efficient sequence of two consecutive cyclizations, a cobalt(I)-mediated [2 + 2 + 2] cyclotrimerization and a Diels-Alder reaction, is proposed to allow the formation of the ABC core of the taxoids in 65% overall yield, starting from an acyclic polyunsaturated precursor.

  DOI：

  10.1021/ol025623r

文献信息

• New Efficient Construction of the ABC Core of the Taxoids via a Sequence of Consecutive Cobalt(I)-Mediated [2 + 2 + 2] and [4 + 2] Cyclizations
  作者：Marc Petit、Gaëlle Chouraqui、Phannarath Phansavath、Corinne Aubert、Max Malacria

  DOI：10.1021/ol025623r

  日期：2002.3.1

  [GRAPHICS]A new and efficient sequence of two consecutive cyclizations, a cobalt(I)-mediated [2 + 2 + 2] cyclotrimerization and a Diels-Alder reaction, is proposed to allow the formation of the ABC core of the taxoids in 65% overall yield, starting from an acyclic polyunsaturated precursor.