(3R,4S,5S)-4-[tert-butyl(dimethyl)silyl]oxy-3-trimethylsilyloxy-1,7-dioxaspiro[4.4]nonan-8-one | 194476-14-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (3R,4S,5S)-4-[tert-butyl(dimethyl)silyl]oxy-3-trimethylsilyloxy-1,7-dioxaspiro[4.4]nonan-8-one
• CAS: 194476-14-7
• 化学式: C₁₆H₃₂O₅Si₂
• 分子量: 360.598
• InChiKey: GMSFBUYHNPOCFH-INWMFGNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3R,4S,5S)-4-[tert-butyl(dimethyl)silyl]oxy-3-trimethylsilyloxy-1,7-dioxaspiro[4.4]nonan-8-one 在 potassium fluoride 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 反应 48.08h， 生成 (3R,4S,5S)-8-methyl-l,7-dioxaspiro[4.4]nonane-3,4,8-triol
  参考文献：
  名称：

  Total Syntheses of Sphydrofuran, Secosyrins, and Syributins^,1

  摘要：

  Two groups of natural products, sphydrofuran (1) and its furan derivative (2) and secosyrins 1 and 2 (3a, 3b) and syributins 1 and 2 (4a, 4b), were synthesized from one precursor (6), which was realized starting from 3-tri-n-butylstannylfuran or 3-bromofuran.

  DOI：

  10.1021/jo970476+
• 作为产物：
  描述：

  3-[(R)-[tert-butyl(dimethyl)silyl]oxy-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]-2H-furan-5-one 在 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 37.0h， 生成 (3R,4S,5S)-4-[tert-butyl(dimethyl)silyl]oxy-3-trimethylsilyloxy-1,7-dioxaspiro[4.4]nonan-8-one
  参考文献：
  名称：

  Total Syntheses of Sphydrofuran, Secosyrins, and Syributins^,1

  摘要：

  Two groups of natural products, sphydrofuran (1) and its furan derivative (2) and secosyrins 1 and 2 (3a, 3b) and syributins 1 and 2 (4a, 4b), were synthesized from one precursor (6), which was realized starting from 3-tri-n-butylstannylfuran or 3-bromofuran.

  DOI：

  10.1021/jo970476+

文献信息

• Total Syntheses of Sphydrofuran, Secosyrins, and Syributins^,¹
  作者：Pei Yu、Yun Yang、Ze Ying Zhang、Thomas C. W. Mak、Henry N. C. Wong

  DOI：10.1021/jo970476+

  日期：1997.9.1

  Two groups of natural products, sphydrofuran (1) and its furan derivative (2) and secosyrins 1 and 2 (3a, 3b) and syributins 1 and 2 (4a, 4b), were synthesized from one precursor (6), which was realized starting from 3-tri-n-butylstannylfuran or 3-bromofuran.