6,6'-dimethyl-4,4'-[1,7-(1,4,7-trioxaheptyl)]-di-2-pyrone | 1416170-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 6,6'-dimethyl-4,4'-[1,7-(1,4,7-trioxaheptyl)]-di-2-pyrone
• 英文别名: 6-Methyl-4-[2-[2-(2-methyl-6-oxopyran-4-yl)oxyethoxy]ethoxy]pyran-2-one；6-methyl-4-[2-[2-(2-methyl-6-oxopyran-4-yl)oxyethoxy]ethoxy]pyran-2-one
• CAS: 1416170-84-7
• 化学式: C₁₆H₁₈O₇
• 分子量: 322.315
• InChiKey: ARKCUXKMDGJWSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  乙二醇二甲基丙烯酸酯 、 6,6'-dimethyl-4,4'-[1,7-(1,4,7-trioxaheptyl)]-di-2-pyrone 在 二苯甲酮 作用下， 以 乙腈 为溶剂， 反应 6.0h， 生成 2,18,20,27-tetramethyl-3,7,10,13,17,22,25-heptaoxapentacyclo[25.1^2,27.1^18,20.0^1,6.0^14,19]heptacosa-5,14-dien-4,16,21,26-tetraone 、 2,18,20,27-tetramethyl-3,7,10,13,17,22,25-heptaoxapentacyclo[25.1^2,27.1^18,20.0^1,6.0^14,19]heptacosa-5,14-dien-4,16,21,26-tetraone
  参考文献：
  名称：

  ONE-POT SYNTHESIS OF MACROCYCLIC TETRAlACTONES VIA THE SEQUENTIAL INTER- AND INTRAMOLECULAR [2+2] PHOTOCYCLOADDITION REACTIONS OF Di-2-PYRONES WITH POLYETHYLENE GLYCOL DIMETHACRYLATES

  摘要：

  The sensitized photocycloaddition reactions of 6,6'-dimethyl-4,4'[1,7-(1,4,7-trioxaheptyl)]-di-2-pyrone (1a) and 6,6 '-dimethyl-4,4 '-[1,10-(1,4, 7,10-tetraoxadecyl)]-di-2-pyrone (1b) with polyethylene glycol dimethacrylates (2a-d) afforded macrocyclic tetralactones containing two cyclobutane rings. The reactions of la with 2a-d afforded diastereomixtures of macrocyclic crown ether-type structures (3a-d and 3a'-d') possessing 19- to 28-membered rings across the C5-C6 and C5'-C6' double bonds of la. Similarly, 1b reacted with 2a-d to give the corresponding 22- to 31-membered-ring products (4a-d and 4a'-d'). A structure for the key intermediate involved in the formation of compounds 3 and 4 has been proposed.

  DOI：

  10.3987/com-12-12554
• 作为产物：
  描述：

  4-羟基-6-甲基-2-吡喃酮 、 二氯乙醚 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 40.0h， 以57%的产率得到6,6'-dimethyl-4,4'-[1,7-(1,4,7-trioxaheptyl)]-di-2-pyrone
  参考文献：
  名称：

  ONE-POT SYNTHESIS OF MACROCYCLIC TETRAlACTONES VIA THE SEQUENTIAL INTER- AND INTRAMOLECULAR [2+2] PHOTOCYCLOADDITION REACTIONS OF Di-2-PYRONES WITH POLYETHYLENE GLYCOL DIMETHACRYLATES

  摘要：

  The sensitized photocycloaddition reactions of 6,6'-dimethyl-4,4'[1,7-(1,4,7-trioxaheptyl)]-di-2-pyrone (1a) and 6,6 '-dimethyl-4,4 '-[1,10-(1,4, 7,10-tetraoxadecyl)]-di-2-pyrone (1b) with polyethylene glycol dimethacrylates (2a-d) afforded macrocyclic tetralactones containing two cyclobutane rings. The reactions of la with 2a-d afforded diastereomixtures of macrocyclic crown ether-type structures (3a-d and 3a'-d') possessing 19- to 28-membered rings across the C5-C6 and C5'-C6' double bonds of la. Similarly, 1b reacted with 2a-d to give the corresponding 22- to 31-membered-ring products (4a-d and 4a'-d'). A structure for the key intermediate involved in the formation of compounds 3 and 4 has been proposed.

  DOI：

  10.3987/com-12-12554

文献信息

• ONE-POT SYNTHESIS OF MACROCYCLIC TETRAlACTONES VIA THE SEQUENTIAL INTER- AND INTRAMOLECULAR [2+2] PHOTOCYCLOADDITION REACTIONS OF Di-2-PYRONES WITH POLYETHYLENE GLYCOL DIMETHACRYLATES
  作者：Tetsuro Shimo、Hideki Matsukubo、Hui Min Zhang

  DOI：10.3987/com-12-12554

  日期：——

  The sensitized photocycloaddition reactions of 6,6'-dimethyl-4,4'[1,7-(1,4,7-trioxaheptyl)]-di-2-pyrone (1a) and 6,6 '-dimethyl-4,4 '-[1,10-(1,4, 7,10-tetraoxadecyl)]-di-2-pyrone (1b) with polyethylene glycol dimethacrylates (2a-d) afforded macrocyclic tetralactones containing two cyclobutane rings. The reactions of la with 2a-d afforded diastereomixtures of macrocyclic crown ether-type structures (3a-d and 3a'-d') possessing 19- to 28-membered rings across the C5-C6 and C5'-C6' double bonds of la. Similarly, 1b reacted with 2a-d to give the corresponding 22- to 31-membered-ring products (4a-d and 4a'-d'). A structure for the key intermediate involved in the formation of compounds 3 and 4 has been proposed.