2-[7-[6-(2-benzyloxy-ethyl)-tetrahydro-pyran-2-yl]-2,4,6-tris-(tert-butyl-dimethyl-silanyloxy)-1-methyl-heptyl]-1-[4,5,6-tris-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-hexyl]-cyclopropanol | 1012319-37-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[7-[6-(2-benzyloxy-ethyl)-tetrahydro-pyran-2-yl]-2,4,6-tris-(tert-butyl-dimethyl-silanyloxy)-1-methyl-heptyl]-1-[4,5,6-tris-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-hexyl]-cyclopropanol
• CAS: 1012319-37-7
• 化学式: C₆₈H₁₃₈O₁₀Si₆
• 分子量: 1284.35
• InChiKey: RSXMLNKXVNHSGQ-BZFJBGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.86
• 重原子数：
  84.0
• 可旋转键数：
  32.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  103.3
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  2-[7-[6-(2-benzyloxy-ethyl)-tetrahydro-pyran-2-yl]-2,4,6-tris-(tert-butyl-dimethyl-silanyloxy)-1-methyl-heptyl]-1-[4,5,6-tris-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-hexyl]-cyclopropanol 在 三正丁基氢锡 、 ferric nitrate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以71%的产率得到16-[6-(2-benzyloxy-ethyl)-tetrahydro-pyran-2-yl]-1,2,3,11,13,15-hexakis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-10-methyl-hexadecan-7-one
  参考文献：
  名称：

  Toward the Synthesis of Spirastrellolide B:  A Synthesis of the C1−C23 Subunit

  摘要：

  A synthesis of the C1-C23 subunit of spirastrellolide B is described. The synthesis features two applications of a Kulinkovich-cyclopropanol ring-opening strategy for the coupling of esters with olefins to produce ketones.

  DOI：

  10.1021/ol702955m
• 作为产物：
  描述：

  5,6,7-tris(tert-butyl-dimethyl-silanyloxy)-4-methoxy-heptanoic acid methyl ester 、 2-(2-benzyloxy-ethyl)-6-[2,3,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-methyl-oct-7-enyl]-tetrahydro-pyran 在 titanium(IV)isopropoxide 、 环己基溴化镁 作用下， 以 四氢呋喃 为溶剂， 以95%的产率得到2-[7-[6-(2-benzyloxy-ethyl)-tetrahydro-pyran-2-yl]-2,4,6-tris-(tert-butyl-dimethyl-silanyloxy)-1-methyl-heptyl]-1-[4,5,6-tris-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-hexyl]-cyclopropanol
  参考文献：
  名称：

  Toward the Synthesis of Spirastrellolide B:  A Synthesis of the C1−C23 Subunit

  摘要：

  A synthesis of the C1-C23 subunit of spirastrellolide B is described. The synthesis features two applications of a Kulinkovich-cyclopropanol ring-opening strategy for the coupling of esters with olefins to produce ketones.

  DOI：

  10.1021/ol702955m