(1R,16S,16aR,17S,25R,25aS)-1,16,17,21,21,25-hexamethyl-6,7,8,9,10,11,16a,17,21,22,25,25a-dodecahydro-1H,14H,20H-1,25:16,17-dimethanodipyrano[3,4-h:4',3'-r][1,5,10,17]tetraoxacyclohenicosine-3,14,18,24(16H)-tetraone | 1371545-30-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: (1R,16S,16aR,17S,25R,25aS)-1,16,17,21,21,25-hexamethyl-6,7,8,9,10,11,16a,17,21,22,25,25a-dodecahydro-1H,14H,20H-1,25:16,17-dimethanodipyrano[3,4-h:4',3'-r][1,5,10,17]tetraoxacyclohenicosine-3,14,18,24(16H)-tetraone
• CAS: 1371545-30-0
• 化学式: C₃₁H₄₂O₁₀
• 分子量: 574.668
• InChiKey: CNUSCRHCINHRFZ-IWYSCSRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.16
• 重原子数：
  41.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  123.66
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  二甲基丙烯酸新戊二醇酯 、 6,6'-dimethyl-4,4'-(hexamethylenedioxy)-di-2-pyrone 以 乙腈 为溶剂， 反应 24.0h， 以12.5%的产率得到
  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