methyl 5-((E)-3-ethoxy-2-methyl-3-oxoprop-1-enyl)-2-((1R,2R,4R)-2-(2-(4-methoxybenzyloxy)ethyl)-3-oxo-4-(triisopropylsilyloxy)cyclobutyl)furan-3-carboxylate | 1133095-05-2

• 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: methyl 5-((E)-3-ethoxy-2-methyl-3-oxoprop-1-enyl)-2-((1R,2R,4R)-2-(2-(4-methoxybenzyloxy)ethyl)-3-oxo-4-(triisopropylsilyloxy)cyclobutyl)furan-3-carboxylate
• 英文别名: methyl 5-[(E)-3-ethoxy-2-methyl-3-oxoprop-1-enyl]-2-[(1R,2R,4R)-2-[2-[(4-methoxyphenyl)methoxy]ethyl]-3-oxo-4-tri(propan-2-yl)silyloxycyclobutyl]furan-3-carboxylate
• CAS: 1133095-05-2
• 化学式: C₃₅H₅₀O₉Si
• 分子量: 642.862
• InChiKey: CXMZBJSEUNMPCD-NWABXOGISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.49
• 重原子数：
  45
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  methyl 5-((E)-3-ethoxy-2-methyl-3-oxoprop-1-enyl)-2-((1R,2R,3R,4R)-3-hydroxy-2-(2-(4-methoxybenzyloxy)ethyl)-4-(triisopropylsilyloxy)cyclobutyl)furan-3-carboxylate 在 四丙基高钌酸铵 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以84%的产率得到methyl 5-((E)-3-ethoxy-2-methyl-3-oxoprop-1-enyl)-2-((1R,2R,4R)-2-(2-(4-methoxybenzyloxy)ethyl)-3-oxo-4-(triisopropylsilyloxy)cyclobutyl)furan-3-carboxylate
  参考文献：
  名称：

  Synthesis of the Cyclobutylfuran Sector of Providencin via Zirconium-mediated Oxygen Abstraction from a Furanoside

  摘要：

  A portion of the macrocyclic cembrenoid diterpene providencin possessing conjoined cyclobutane and furancarboxylate units was synthesized from D-glucose using deoxygenative ring contraction methodology to construct the tetrasubstituted cyclobutane and a Knoevenagel condensation of glyceraldehyde to fabricate the trisubstituted furan.

  DOI：

  10.1021/ol900152p

文献信息

• Synthesis of the Cyclobutylfuran Sector of Providencin via Zirconium-mediated Oxygen Abstraction from a Furanoside
  作者：James D. White、Somnath Jana

  DOI：10.1021/ol900152p

  日期：2009.3.19

  A portion of the macrocyclic cembrenoid diterpene providencin possessing conjoined cyclobutane and furancarboxylate units was synthesized from D-glucose using deoxygenative ring contraction methodology to construct the tetrasubstituted cyclobutane and a Knoevenagel condensation of glyceraldehyde to fabricate the trisubstituted furan.