(1S,7S,8R,10S)-10,12-bis(benzyloxy)-8-(tert-butyldimethylsilyloxy)-1-((4S,5S)-2,2-dimethyl-5-((3aR,5S,6R,6aR)-2,2,6-trimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,3-dioxolan-4-yl)-1-methoxy-7-methyldodec-5-yn-4-ol | 1063743-89-4

• 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: (1S,7S,8R,10S)-10,12-bis(benzyloxy)-8-(tert-butyldimethylsilyloxy)-1-((4S,5S)-2,2-dimethyl-5-((3aR,5S,6R,6aR)-2,2,6-trimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,3-dioxolan-4-yl)-1-methoxy-7-methyldodec-5-yn-4-ol
• CAS: 1063743-89-4
• 化学式: C₄₇H₇₂O₁₀Si
• 分子量: 825.168
• InChiKey: AEJSQMAIJNDRBP-NLNQPBHSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.79
• 重原子数：
  58.0
• 可旋转键数：
  19.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.7
• 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：

  (1S,7S,8R,10S)-10,12-bis(benzyloxy)-8-(tert-butyldimethylsilyloxy)-1-((4S,5S)-2,2-dimethyl-5-((3aR,5S,6R,6aR)-2,2,6-trimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,3-dioxolan-4-yl)-1-methoxy-7-methyldodec-5-yn-4-ol 在 碳酸氢钠 、 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以98%的产率得到(1S,7S,8R,10S)-10,12-bis(benzyloxy)-8-(tert-butyldimethylsilyloxy)-1-((4S,5S)-2,2-dimethyl-5-((3aR,5S,6R,6aR)-2,2,6-trimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,3-dioxolan-4-yl)-1-methoxy-7-methyldodec-5-yn-4-one
  参考文献：
  名称：

  Spirastrellolide B: The Synthesis of Southern (C₉−C₂₅) Region

  摘要：

  A combination of ''chiron" and "asymmetric" approaches is utilized to construct the southern (C-9-C-25) region of marine natural product spirastrellolide B. The key functionalities are derived from D-glucose and Sharpless asymmetric epoxidation and dihydroxylation.

  DOI：

  10.1021/ol801771s
• 作为产物：
  描述：

  (S)-4-((4S,5S)-2,2-dimethyl-5-((3aR,5S,6R,6aR)-2,2,6-trimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,3-dioxolan-4-yl)-4-methoxybutanal 、 ((3S,4R,6S)-6,8-bis(benzyloxy)-3-methyloct-1-yn-4-yloxy)(tert-butyl)dimethylsilane 在 正丁基锂 、 氯化铵 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 2.0h， 以82%的产率得到(1S,7S,8R,10S)-10,12-bis(benzyloxy)-8-(tert-butyldimethylsilyloxy)-1-((4S,5S)-2,2-dimethyl-5-((3aR,5S,6R,6aR)-2,2,6-trimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,3-dioxolan-4-yl)-1-methoxy-7-methyldodec-5-yn-4-ol
  参考文献：
  名称：

  Spirastrellolide B: The Synthesis of Southern (C₉−C₂₅) Region

  摘要：

  A combination of ''chiron" and "asymmetric" approaches is utilized to construct the southern (C-9-C-25) region of marine natural product spirastrellolide B. The key functionalities are derived from D-glucose and Sharpless asymmetric epoxidation and dihydroxylation.

  DOI：

  10.1021/ol801771s