[(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-2-hydroxy-3-(5-oxo-2H-furan-3-yl)propyl] octanoate | 194476-36-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-2-hydroxy-3-(5-oxo-2H-furan-3-yl)propyl] octanoate
• CAS: 194476-36-3
• 化学式: C₂₁H₃₈O₆Si
• 分子量: 414.615
• InChiKey: BZKIELCTMBAGJP-YLJYHZDGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.12
• 重原子数：
  28
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-2-hydroxy-3-(5-oxo-2H-furan-3-yl)propyl] octanoate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以87%的产率得到(+)-syributin 2
  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 二氯甲烷 为溶剂， 反应 24.5h， 生成 [(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-2-hydroxy-3-(5-oxo-2H-furan-3-yl)propyl] octanoate
  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.