4,17-dimethyl-3,7,14,18,23,26,29-heptaoxahexacyclo[29.2(9,12).0.0(1,6).0(6,30).0(15,20).0(15,22)]tritriaconta-4,9,11,16,32-pentaen-2,19-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 4,17-dimethyl-3,7,14,18,23,26,29-heptaoxahexacyclo[29.2(9,12).0.0(1,6).0(6,30).0(15,20).0(15,22)]tritriaconta-4,9,11,16,32-pentaen-2,19-dione
• 英文别名: (4R,9S,11S,19S,21S,26R)-6,24-dimethyl-3,7,12,15,18,23,27-heptaoxahexacyclo[27.2.2.04,9.04,11.019,26.021,26]tritriaconta-1(32),5,24,29(33),30-pentaene-8,22-dione
• 化学式: C₂₈H₃₂O₉
• 分子量: 512.557
• InChiKey: AUUATFVJGZCAPK-WUEYSAQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  37
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  98.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  1,4-对二氯苄 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 96.0h， 生成 4,17-dimethyl-3,7,14,18,23,26,29-heptaoxahexacyclo[29.2(9,12).0.0(1,6).0(6,30).0(15,20).0(15,22)]tritriaconta-4,9,11,16,32-pentaen-2,19-dione 、 4,17-dimethyl-3,7,14,18,23,26,29-heptaoxahexacyclo[29.2(9,12).0.0(1,6).0(6,30).0(15,20).0(15,22)]tritriaconta-4,9,11,16,32-pentaen-2,19-dione
  参考文献：
  名称：

  使用二-2-吡喃酮与 α,ω-二烯烃的 [2+2] 光环加成反应一锅法合成大环二内酯和四内酯

  摘要：

  Sensitized photocycloaddition reactions of 6,6'-dimethyl-4,4' -[1,4-bis(methylenoxy)phenylene]-di-pyrone (1) with poly(ethyleneglycol)divinyl ethers (2a, b) or 2,2'-dimethyltrimethylene dimethacrylate (4), together with the reactions of 6,6'-dimethyl-4,4'-polymethylenedioxy-2-pyrones (6a, b) with 4 were described. The reactions of 1 with 2a, b gave crown ether type macrocyclic compounds (3a and 3a' (isomer of 3a), 3b and 3b' (isomer of 3b)) possessing 19- and 22-membered rings across the C3-C4 and C3'-C4' double bonds in 1, respectively. Similar reactions of 1 with 4 and 6a, b with 4 afforded different types of macrocycles (5 and 5', 7a, b and 7a', b') having 19- to 21-membered rings across the C5-C6 and C5'-C6' double bonds in 2-pyrone ring. The stereochemical features of 3a' and 5 were determined by X-ray crystal analysis. The reaction mechanism was inferred by MO methods.

  DOI：

  10.3987/com-11-12378

文献信息

• One-Pot Synthesis of Macrocyclic Di- and Tetralactones Using [2+2] Photocycloaddition Reactions of Di-2-pyrones with α,ω-Diolefins
  作者：Tetsuro Shimo、Kazuya Kawabata、Hideki Miyauchi、Hui Min Zhang

  DOI：10.3987/com-11-12378

  日期：——

  Sensitized photocycloaddition reactions of 6,6'-dimethyl-4,4' -[1,4-bis(methylenoxy)phenylene]-di-pyrone (1) with poly(ethyleneglycol)divinyl ethers (2a, b) or 2,2'-dimethyltrimethylene dimethacrylate (4), together with the reactions of 6,6'-dimethyl-4,4'-polymethylenedioxy-2-pyrones (6a, b) with 4 were described. The reactions of 1 with 2a, b gave crown ether type macrocyclic compounds (3a and 3a' (isomer of 3a), 3b and 3b' (isomer of 3b)) possessing 19- and 22-membered rings across the C3-C4 and C3'-C4' double bonds in 1, respectively. Similar reactions of 1 with 4 and 6a, b with 4 afforded different types of macrocycles (5 and 5', 7a, b and 7a', b') having 19- to 21-membered rings across the C5-C6 and C5'-C6' double bonds in 2-pyrone ring. The stereochemical features of 3a' and 5 were determined by X-ray crystal analysis. The reaction mechanism was inferred by MO methods.