(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 | 1063743-61-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (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
• 英文别名: (4S)-4-[(4S,5S)-5-[(3aR,5S,6R,6aR)-2,2,6-trimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2,2-dimethyl-1,3-dioxolan-4-yl]-4-methoxybutanal
• CAS: 1063743-61-2
• 化学式: C₁₈H₃₀O₇
• 分子量: 358.432
• InChiKey: CUYNFQHFVKZJAW-XTMURGSZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  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
• 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-methoxybutan-1-ol 在 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 1.0h， 以96%的产率得到(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
  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

文献信息

• Spirastrellolide B: The Synthesis of Southern (C₉−C₂₅) Region
  作者：Srivari Chandrasekhar、Chegondi Rambabu、Annareddy Syamprasad Reddy

  DOI：10.1021/ol801771s

  日期：2008.10.2

  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.