[(1R,2S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-1-[(2S,3R)-2,3-dimethyl-4-phenylmethoxybutyl]-4-(methoxymethoxymethyl)-3-methylcyclohex-3-en-1-yl]methyl 2,2-dimethylpropanoate | 1119753-82-0

• 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: [(1R,2S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-1-[(2S,3R)-2,3-dimethyl-4-phenylmethoxybutyl]-4-(methoxymethoxymethyl)-3-methylcyclohex-3-en-1-yl]methyl 2,2-dimethylpropanoate
• CAS: 1119753-82-0
• 化学式: C₄₆H₆₆O₆Si
• 分子量: 743.112
• InChiKey: QUGDBNVKXXJSMN-VMOCFQTRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.36
• 重原子数：
  53
• 可旋转键数：
  21
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(1R,2S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-1-[(2S,3R)-2,3-dimethyl-4-phenylmethoxybutyl]-4-(methoxymethoxymethyl)-3-methylcyclohex-3-en-1-yl]methyl 2,2-dimethylpropanoate 在 二异丁基氢化铝 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 1.0h， 以73%的产率得到
  参考文献：
  名称：

  Studies Toward the Synthesis of Spirolides: Assembly of the Elaborated E-Ring Fragment

  摘要：

  A stereoselective synthesis of the spiroimine fragment of spirolide C is described. The congested C7 and C29 tertiary and quaternary centers are constructed by a diastereoselective Ireland-Claisen rearrangement. The E ring is completed by means of an aldol cyclocondensation. Additional studies were preformed on the advanced intermediate to probe a future coupling strategy.

  DOI：

  10.1021/ol8027797
• 作为产物：
  描述：

  、 氯甲基甲基醚 在 四丁基碘化铵 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以40.7 mg的产率得到[(1R,2S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-1-[(2S,3R)-2,3-dimethyl-4-phenylmethoxybutyl]-4-(methoxymethoxymethyl)-3-methylcyclohex-3-en-1-yl]methyl 2,2-dimethylpropanoate
  参考文献：
  名称：

  Studies Toward the Synthesis of Spirolides: Assembly of the Elaborated E-Ring Fragment

  摘要：

  A stereoselective synthesis of the spiroimine fragment of spirolide C is described. The congested C7 and C29 tertiary and quaternary centers are constructed by a diastereoselective Ireland-Claisen rearrangement. The E ring is completed by means of an aldol cyclocondensation. Additional studies were preformed on the advanced intermediate to probe a future coupling strategy.

  DOI：

  10.1021/ol8027797

文献信息

• Studies Toward the Synthesis of Spirolides: Assembly of the Elaborated E-Ring Fragment
  作者：Craig E. Stivala、Armen Zakarian

  DOI：10.1021/ol8027797

  日期：2009.2.19

  A stereoselective synthesis of the spiroimine fragment of spirolide C is described. The congested C7 and C29 tertiary and quaternary centers are constructed by a diastereoselective Ireland-Claisen rearrangement. The E ring is completed by means of an aldol cyclocondensation. Additional studies were preformed on the advanced intermediate to probe a future coupling strategy.