dimethyl (E)-2-(buta-2,3-dien-1-yl)-2-(6-((tert-butyldimethylsilyl)oxy)-2-methylhex-2-en-1-yl)malonate | 1175500-01-2

• 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: dimethyl (E)-2-(buta-2,3-dien-1-yl)-2-(6-((tert-butyldimethylsilyl)oxy)-2-methylhex-2-en-1-yl)malonate
• CAS: 1175500-01-2
• 化学式: C₂₂H₃₈O₅Si
• 分子量: 410.626
• InChiKey: XGDIJCVYWZGMDU-NBVRZTHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.19
• 重原子数：
  28.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  dimethyl (E)-2-(buta-2,3-dien-1-yl)-2-(6-((tert-butyldimethylsilyl)oxy)-2-methylhex-2-en-1-yl)malonate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Gold(I)-Catalyzed Cascade Cyclization of Allenyl Epoxides

  摘要：

  Cationic gold(I) phosphite catalysts activate allenes for epoxide cascade reactions. The system is tolerant of numerous functional groups (sulfones, esters, ethers, sulfonamides) and proceeds at room temperature in dichloromethane. The cyclization pathway is sensitive to the substitution pattern of the epoxide and the backbone structure of the A-ring. It is capable of producing medium-ring ethers, fused 6-5 bicyclic, and linked pyran-furan structures. The resulting cycloisomers are reminiscent of structures found in numerous polyether natural products.

  DOI：

  10.1021/ol901391s
• 作为产物：
  描述：

  (E)-(6-bromo-5-methylhex-4-enyloxy)(t-butyl)dimethylsilane 、 dimethyl 2,3-butadienylmalonate 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 dimethyl (E)-2-(buta-2,3-dien-1-yl)-2-(6-((tert-butyldimethylsilyl)oxy)-2-methylhex-2-en-1-yl)malonate
  参考文献：
  名称：

  Gold(I)-Catalyzed Cascade Cyclization of Allenyl Epoxides

  摘要：

  Cationic gold(I) phosphite catalysts activate allenes for epoxide cascade reactions. The system is tolerant of numerous functional groups (sulfones, esters, ethers, sulfonamides) and proceeds at room temperature in dichloromethane. The cyclization pathway is sensitive to the substitution pattern of the epoxide and the backbone structure of the A-ring. It is capable of producing medium-ring ethers, fused 6-5 bicyclic, and linked pyran-furan structures. The resulting cycloisomers are reminiscent of structures found in numerous polyether natural products.

  DOI：

  10.1021/ol901391s