[3-[3-(Furan-2-yl)propanoyl]-6-methyl-2-oxopyran-4-yl] ethanesulfonate | 1133379-43-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [3-[3-(Furan-2-yl)propanoyl]-6-methyl-2-oxopyran-4-yl] ethanesulfonate
• 英文别名: [3-[3-(furan-2-yl)propanoyl]-6-methyl-2-oxopyran-4-yl] ethanesulfonate
• CAS: 1133379-43-7
• 化学式: C₁₅H₁₆O₇S
• 分子量: 340.354
• InChiKey: UTIGEGSJACWNRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,2-双(三甲基硅氧基)乙烷 、 [3-[3-(Furan-2-yl)propanoyl]-6-methyl-2-oxopyran-4-yl] ethanesulfonate 在 三氟甲磺酸三甲基硅酯 作用下， 以 乙腈 为溶剂， 以68%的产率得到[3-[2-[2-(Furan-2-yl)ethyl]-1,3-dioxolan-2-yl]-6-methyl-2-oxopyran-4-yl] ethanesulfonate
  参考文献：
  名称：

  Diastereocontrol in [4+4]-photocycloadditions of pyran-2-ones: effect of ring substituents and chiral ketal

  摘要：

  4-Mesyloxypyran-2-ones joined to furan by a three-carbon linker undergo intramolecular-crossed [4+4]-photocycloaddition with high or complete selectivity for the exo cycloadcluct. When a C-2-symmetric ketal was present on the tether adjacent to the pyranone ring, moderate levels of asymmetric induction were obtained. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.117
• 作为产物：
  描述：

  3-[3-(Furan-2-yl)propanoyl]-4-hydroxy-6-methylpyran-2-one 、 乙基磺酰氯 在 三乙胺 作用下， 以60%的产率得到[3-[3-(Furan-2-yl)propanoyl]-6-methyl-2-oxopyran-4-yl] ethanesulfonate
  参考文献：
  名称：

  Diastereocontrol in [4+4]-photocycloadditions of pyran-2-ones: effect of ring substituents and chiral ketal

  摘要：

  4-Mesyloxypyran-2-ones joined to furan by a three-carbon linker undergo intramolecular-crossed [4+4]-photocycloaddition with high or complete selectivity for the exo cycloadcluct. When a C-2-symmetric ketal was present on the tether adjacent to the pyranone ring, moderate levels of asymmetric induction were obtained. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.117

文献信息

• Diastereocontrol in [4+4]-photocycloadditions of pyran-2-ones: effect of ring substituents and chiral ketal
  作者：Lei Li、John A. Bender、F.G. West

  DOI：10.1016/j.tetlet.2008.12.117

  日期：2009.3

  4-Mesyloxypyran-2-ones joined to furan by a three-carbon linker undergo intramolecular-crossed [4+4]-photocycloaddition with high or complete selectivity for the exo cycloadcluct. When a C-2-symmetric ketal was present on the tether adjacent to the pyranone ring, moderate levels of asymmetric induction were obtained. (C) 2009 Elsevier Ltd. All rights reserved.