1,11-bis(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3,6,9-trioxaundecane-1,11-dione | 577794-93-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,11-bis(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3,6,9-trioxaundecane-1,11-dione
• 英文别名: 5-[2-[2-[2-[2-(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-2-oxoethoxy]ethoxy]ethoxy]acetyl]-2,2-dimethyl-1,3-dioxane-4,6-dione
• CAS: 577794-93-5
• 化学式: C₂₀H₂₆O₁₃
• 分子量: 474.419
• InChiKey: XYIODFLSQAREFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  167
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  1,11-bis(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3,6,9-trioxaundecane-1,11-dione 以 氯苯 为溶剂， 反应 20.0h， 以77%的产率得到15-hydroxy-13-oxabicyclo[10.2.2]-4,7,10-trioxahexadecane-1(15),12(16)-diene-2,14-dione
  参考文献：
  名称：

  A New Method for Synthesis of Crown Ether Type Pyridinophanes

  摘要：

  Bis(acylketene) (3) thermally generated from Meldrum's acid derivative (2) underwent intramolecular [4+2] cycloaddition to produce bridged dehydroacetic acid derivative (4). Heating 4 with methylamine and ammonia afforded crown ether type pyridinophanes (5) and (6) (12-crown-4), respectively. Reaction of the ketene (3) with (ethylene glycol)s afforded macrolactones (11similar to13) in satisfactory yields. Molecular structures of 4 and 6 are discussed based on X-Ray crystallographic analysis.

  DOI：

  10.3987/com-03-9740
• 作为产物：
  描述：

  3,6,9-三噁十一烷二酸 在 吡啶 、 草酰氯 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 20.0h， 生成 1,11-bis(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3,6,9-trioxaundecane-1,11-dione
  参考文献：
  名称：

  A New Method for Synthesis of Crown Ether Type Pyridinophanes

  摘要：

  Bis(acylketene) (3) thermally generated from Meldrum's acid derivative (2) underwent intramolecular [4+2] cycloaddition to produce bridged dehydroacetic acid derivative (4). Heating 4 with methylamine and ammonia afforded crown ether type pyridinophanes (5) and (6) (12-crown-4), respectively. Reaction of the ketene (3) with (ethylene glycol)s afforded macrolactones (11similar to13) in satisfactory yields. Molecular structures of 4 and 6 are discussed based on X-Ray crystallographic analysis.

  DOI：

  10.3987/com-03-9740

文献信息

• A New Method for Synthesis of Crown Ether Type Pyridinophanes
  作者：Masayuki Sato、Tsunehisa Oda、Ken-ichi Iwamoto、Satoshi Fujii

  DOI：10.3987/com-03-9740

  日期：——

  Bis(acylketene) (3) thermally generated from Meldrum's acid derivative (2) underwent intramolecular [4+2] cycloaddition to produce bridged dehydroacetic acid derivative (4). Heating 4 with methylamine and ammonia afforded crown ether type pyridinophanes (5) and (6) (12-crown-4), respectively. Reaction of the ketene (3) with (ethylene glycol)s afforded macrolactones (11similar to13) in satisfactory yields. Molecular structures of 4 and 6 are discussed based on X-Ray crystallographic analysis.