1-bromo-9-[(5,5-dimethyl-1,3-dioxan-2-yl)carbonyl]-5-phenyldipyrromethane | 946832-12-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-bromo-9-[(5,5-dimethyl-1,3-dioxan-2-yl)carbonyl]-5-phenyldipyrromethane
• 英文别名: [5-[(5-bromo-1H-pyrrol-2-yl)-phenylmethyl]-1H-pyrrol-2-yl]-(5,5-dimethyl-1,3-dioxan-2-yl)methanone
• CAS: 946832-12-8
• 化学式: C₂₂H₂₃BrN₂O₃
• 分子量: 443.34
• InChiKey: VSMINZDGMFTYBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  67.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-bromo-9-[(5,5-dimethyl-1,3-dioxan-2-yl)carbonyl]-5-phenyldipyrromethane 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Rational Routes to Formyl-Substituted Chlorins

  摘要：

  Two distinct approaches have been developed for the synthesis of chlorins bearing formyl groups: (1) reaction of an acetal-substituted 1-acyldipyrromethane with 2,3,5,6-tetrahydro-1,3,3-trimethyldipyrrin to give upon hydrolysis a 5-formylchlorin and (2) Pd-mediated coupling of a bromochlorin with a one-carbon synthon (hydroxymethyl tributyltin or CO) to give a 13-, 15-, or 3,13-formylchlorin. The zinc chlorins exhibit long-wavelength peak absorption maxima ranging from 626 to 667 nm, indicating the wavelength tunability afforded by formyl substitution.

  DOI：

  10.1021/jo0707885
• 作为产物：
  描述：

  1-[(5,5-dimethyl-1,3-dioxan-2-yl)carbonyl]-5-phenyldipyrromethane 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以79%的产率得到1-bromo-9-[(5,5-dimethyl-1,3-dioxan-2-yl)carbonyl]-5-phenyldipyrromethane
  参考文献：
  名称：

  Rational Routes to Formyl-Substituted Chlorins

  摘要：

  Two distinct approaches have been developed for the synthesis of chlorins bearing formyl groups: (1) reaction of an acetal-substituted 1-acyldipyrromethane with 2,3,5,6-tetrahydro-1,3,3-trimethyldipyrrin to give upon hydrolysis a 5-formylchlorin and (2) Pd-mediated coupling of a bromochlorin with a one-carbon synthon (hydroxymethyl tributyltin or CO) to give a 13-, 15-, or 3,13-formylchlorin. The zinc chlorins exhibit long-wavelength peak absorption maxima ranging from 626 to 667 nm, indicating the wavelength tunability afforded by formyl substitution.

  DOI：

  10.1021/jo0707885