tert-butyl-[(3S,4S)-4-[(4-methoxyphenyl)methoxy]-6-methylhepta-1,5-dien-3-yl]oxy-dimethylsilane | 1421341-62-9

• 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: tert-butyl-[(3S,4S)-4-[(4-methoxyphenyl)methoxy]-6-methylhepta-1,5-dien-3-yl]oxy-dimethylsilane
• CAS: 1421341-62-9
• 化学式: C₂₂H₃₆O₃Si
• 分子量: 376.612
• InChiKey: BHAPKWLUMNKPPQ-SFTDATJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.12
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  [(1R,2S)-2-[benzyl-(2,4,6-trimethylphenyl)sulfonylamino]-1-phenylpropyl] (2R,3S)-3-hydroxy-2-[(4-methoxyphenyl)methoxy]pent-4-enoate 在 2,6-二甲基吡啶 、 正丁基锂 、 水 、 二异丁基氢化铝 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 甲苯 、 苯 为溶剂， 反应 4.0h， 生成 tert-butyl-[(3S,4S)-4-[(4-methoxyphenyl)methoxy]-6-methylhepta-1,5-dien-3-yl]oxy-dimethylsilane
  参考文献：
  名称：

  Toward a Total Synthesis of Divergolide A; Synthesis of the Amido Hydro- quinone Core and the C10–C15 Fragment

  摘要：

  A ring-closing metathesis (RCM) approach was envisioned for installing the E double bond at the C9 and C10 positions of divergolide A, isolated from a mangrove endophyte. Accordingly, the C10-C15 diene diol fragment and the amido hydroquinone core with the requisite functionalities and stereochemistry have been synthesized by using the norephedrine-based syn-selective glycolate aldol and the anti-selective aldol reactions, respectively. CuI-catalyzed amidation was employed to access the anilide intermediate, which was further transformed into the amido hydroquinone core.

  DOI：

  10.1055/s-0032-1317491

文献信息

• Toward a Total Synthesis of Divergolide A; Synthesis of the Amido Hydro- quinone Core and the C10–C15 Fragment
  作者：Wei-Min Dai、Guanglian Zhao、Jinlong Wu

  DOI：10.1055/s-0032-1317491

  日期：——

  A ring-closing metathesis (RCM) approach was envisioned for installing the E double bond at the C9 and C10 positions of divergolide A, isolated from a mangrove endophyte. Accordingly, the C10-C15 diene diol fragment and the amido hydroquinone core with the requisite functionalities and stereochemistry have been synthesized by using the norephedrine-based syn-selective glycolate aldol and the anti-selective aldol reactions, respectively. CuI-catalyzed amidation was employed to access the anilide intermediate, which was further transformed into the amido hydroquinone core.