ethyl 2-((4aS,6S,7S,9aR)-7-((tert-butyldimethylsilyl)oxy)-3,4,4a,6,7,9a-hexahydro-2H-pyrano[3,2-b]oxepin-6-yl)acetate | 1016169-18-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: ethyl 2-((4aS,6S,7S,9aR)-7-((tert-butyldimethylsilyl)oxy)-3,4,4a,6,7,9a-hexahydro-2H-pyrano[3,2-b]oxepin-6-yl)acetate
• CAS: 1016169-18-8
• 化学式: C₁₉H₃₄O₅Si
• 分子量: 370.561
• InChiKey: HIVZONJEPVGCFI-QZWWFDLISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-((4aS,6S,7S,9aR)-7-((tert-butyldimethylsilyl)oxy)-3,4,4a,6,7,9a-hexahydro-2H-pyrano[3,2-b]oxepin-6-yl)acetate 在 四丁基氟化铵 作用下， 生成
  参考文献：
  名称：

  Synthesis of trans-fused tetrahydrooxepins: stereoselective allylation of sulfur or fluoro-substituted tetrahydrooxepins

  摘要：

  An efficient route to the trans-fused tetrahydrooxepin corresponding to the E ring of ciguatoxin was developed. Wide screening of allylation reactions of sulfur or fluoro-substituted tetrahydrooxepin revealed that the optimum method for obtaining the beta-allylation product selectively was the use of a combination of allyltrimethylsilane and TiCl4 with 6-fluoro-7-hydroxytetrahydrooxepin. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.11.018
• 作为产物：
  描述：

  ((4aS,6RS,7S,9aR)-6-fluoro-3,4,4a,6,7,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-7-yloxy)-tert-butyldimethylsilane 、 [(1-乙氧基乙烯基)氧基]三甲基硅烷 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 ethyl 2-((4aS,6S,7S,9aR)-7-((tert-butyldimethylsilyl)oxy)-3,4,4a,6,7,9a-hexahydro-2H-pyrano[3,2-b]oxepin-6-yl)acetate 、
  参考文献：
  名称：

  Synthesis of trans-fused tetrahydrooxepins: stereoselective allylation of sulfur or fluoro-substituted tetrahydrooxepins

  摘要：

  An efficient route to the trans-fused tetrahydrooxepin corresponding to the E ring of ciguatoxin was developed. Wide screening of allylation reactions of sulfur or fluoro-substituted tetrahydrooxepin revealed that the optimum method for obtaining the beta-allylation product selectively was the use of a combination of allyltrimethylsilane and TiCl4 with 6-fluoro-7-hydroxytetrahydrooxepin. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.11.018