(3S,5S,7S)-9-[tert-butyl(diphenyl)silyl]oxy-3-[(4-methoxyphenyl)methoxy]-2,2-dimethyl-5,7-bis[tri(propan-2-yl)silyloxy]nonan-1-ol | 1322588-76-0

• 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: (3S,5S,7S)-9-[tert-butyl(diphenyl)silyl]oxy-3-[(4-methoxyphenyl)methoxy]-2,2-dimethyl-5,7-bis[tri(propan-2-yl)silyloxy]nonan-1-ol
• CAS: 1322588-76-0
• 化学式: C₅₃H₉₀O₆Si₃
• 分子量: 907.55
• InChiKey: LYWCSIKLIODTGW-GZTIWTGESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.47
• 重原子数：
  62
• 可旋转键数：
  27
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3S,5S,7S)-9-[tert-butyl(diphenyl)silyl]oxy-3-[(4-methoxyphenyl)methoxy]-2,2-dimethyl-5,7-bis[tri(propan-2-yl)silyloxy]nonan-1-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以92%的产率得到(3S,5S,7S)-9-[tert-butyl(diphenyl)silyl]oxy-3-[(4-methoxyphenyl)methoxy]-2,2-dimethyl-5,7-bis[tri(propan-2-yl)silyloxy]nonanal
  参考文献：
  名称：

  Toward the Total Synthesis of Bryostatin 11: Stereoselective Construction of the C13-Exocyclic Enoate in the C1–C16 Fragment

  摘要：

  We have utilized a spiroketal template in an approach to the C1-C16 fragment of bryostatin. The stereoselective construction of an exocyclic enoate at C13 and insertion of a vinyl group on C15 were accomplished by using Peterson-Yamamoto olefination and copper-catalyzed addition of vinyl magnesium bromide, respectively.

  DOI：

  10.1080/00397911.2010.516462
• 作为产物：
  描述：

  3-(Methoxymethoxy)-2,2-dimethylpropanal 在 2,6-二甲基吡啶 、 盐酸 、 sodium periodate 、 四氧化锇 、 potassium hydride 、 溶剂黄146 、 N-甲基吗啉氧化物 、 tetramethylammonium triacetoxyborohydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 异丙醇 、 乙腈 为溶剂， 反应 28.0h， 生成 (3S,5S,7S)-9-[tert-butyl(diphenyl)silyl]oxy-3-[(4-methoxyphenyl)methoxy]-2,2-dimethyl-5,7-bis[tri(propan-2-yl)silyloxy]nonan-1-ol
  参考文献：
  名称：

  Toward the Total Synthesis of Bryostatin 11: Stereoselective Construction of the C13-Exocyclic Enoate in the C1–C16 Fragment

  摘要：

  We have utilized a spiroketal template in an approach to the C1-C16 fragment of bryostatin. The stereoselective construction of an exocyclic enoate at C13 and insertion of a vinyl group on C15 were accomplished by using Peterson-Yamamoto olefination and copper-catalyzed addition of vinyl magnesium bromide, respectively.

  DOI：

  10.1080/00397911.2010.516462

文献信息

• Toward the Total Synthesis of Bryostatin 11: Stereoselective Construction of the C13-Exocyclic Enoate in the C1–C16 Fragment
  作者：Kyoko Nakagawa-Goto、Michael T. Crimmins

  DOI：10.1080/00397911.2010.516462

  日期：2011.10.15

  We have utilized a spiroketal template in an approach to the C1-C16 fragment of bryostatin. The stereoselective construction of an exocyclic enoate at C13 and insertion of a vinyl group on C15 were accomplished by using Peterson-Yamamoto olefination and copper-catalyzed addition of vinyl magnesium bromide, respectively.