lamellarin P

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: lamellarin P
• 英文别名: Methyl 1-[2-(2-hydroxy-4-methoxyphenyl)-2-oxoethyl]-3,4-bis(4-hydroxyphenyl)pyrrole-2-carboxylate
• 化学式: C₂₇H₂₃NO₇
• 分子量: 473.482
• InChiKey: VBKKRZLKAMZNRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  118
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  methyl 1-[2-(2,4-dimethoxyphenyl)-2-oxoethyl]-3,4-bis(4-isopropoxyphenyl)pyrrole-2-carboxylate 在 三氯化硼 作用下， 以 正庚烷 、 二氯甲烷 为溶剂， 以98%的产率得到lamellarin P
  参考文献：
  名称：

  Palladium-catalyzed cross-coupling of N-benzenesulfonyl-3,4-dibromopyrrole and its application to the total syntheses of lamellarins O, P, Q, and R

  摘要：

  Palladium-catalyzed Suzuki-Miyaura Coupling of N-benzenesulfonyl-3,4-dibromopyrrole with a variety of arylboronic acids gave the corresponding 3,4-diarylpyrroles in high yields. The 3,4-differentially arylated pyrroles could also be prepared by stepwise cross-coupling approach. The total syntheses of lamellarins O, P, Q, and R have been achieved by using the cross-coupling and the directed lithiation as key reactions. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.10.105

文献信息

• Palladium-catalyzed cross-coupling of N-benzenesulfonyl-3,4-dibromopyrrole and its application to the total syntheses of lamellarins O, P, Q, and R
  作者：Tsutomu Fukuda、Ei-ichi Sudo、Kozue Shimokawa、Masatomo Iwao

  DOI：10.1016/j.tet.2007.10.105

  日期：2008.1

  Palladium-catalyzed Suzuki-Miyaura Coupling of N-benzenesulfonyl-3,4-dibromopyrrole with a variety of arylboronic acids gave the corresponding 3,4-diarylpyrroles in high yields. The 3,4-differentially arylated pyrroles could also be prepared by stepwise cross-coupling approach. The total syntheses of lamellarins O, P, Q, and R have been achieved by using the cross-coupling and the directed lithiation as key reactions. (c) 2007 Elsevier Ltd. All rights reserved.