21-oxaporphyrinogen

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 21-oxaporphyrinogen
• 英文别名: 21-oxa-hexahydroporphine；21-Oxa-22,23,24-triazapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1(20),3,5,8,10,13,15,18-octaene
• 化学式: C₂₀H₁₉N₃O
• 分子量: 317.39
• InChiKey: VZPCYMSEEFOION-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  60.5
• 氢给体数：
  3
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,5-呋喃二甲醇 在 盐酸 、 boron trifluoride methanol complex 作用下， 以 甲醇 、 氯仿 、 水 为溶剂， 反应 0.5h， 生成 21-oxaporphyrinogen
  参考文献：
  名称：

  The first isolation of unsubstituted porphyrinogen and unsubstituted 21-oxaporphyrinogen by the ‘3+1’ approach from 2,5-bis(hydroxymethyl)pyrrole and tripyrrane derivatives

  摘要：

  The treatment of 2,5-bis(hydroxymethyl)pyrrole or 2,5-bis(hydroxymethyl)furan with pyrrole in the presence of hydrochloric acid gave tripyrrane and 2,5-bis(2-pyrrolylmethyl)furan in 58-61% yield, which afforded the simplest porphyrinogen (hexahydroporphine) and 21-oxaporphyrinogen by the '3+1' approach in 14 and 11% yields, respectively. 21-Oxaporphyrinogen has been shown to adopt a 1,2-alternated conformation in the solid state by X-ray crystallography. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00059-x

文献信息

• The first isolation of unsubstituted porphyrinogen and unsubstituted 21-oxaporphyrinogen by the ‘3+1’ approach from 2,5-bis(hydroxymethyl)pyrrole and tripyrrane derivatives
  作者：Shozo Taniguchi、Hikaru Hasegawa、Shoko Yanagiya、Yusuke Tabeta、Yoshiharu Nakano、Masahiko Takahashi

  DOI：10.1016/s0040-4020(01)00059-x

  日期：2001.3

  The treatment of 2,5-bis(hydroxymethyl)pyrrole or 2,5-bis(hydroxymethyl)furan with pyrrole in the presence of hydrochloric acid gave tripyrrane and 2,5-bis(2-pyrrolylmethyl)furan in 58-61% yield, which afforded the simplest porphyrinogen (hexahydroporphine) and 21-oxaporphyrinogen by the '3+1' approach in 14 and 11% yields, respectively. 21-Oxaporphyrinogen has been shown to adopt a 1,2-alternated conformation in the solid state by X-ray crystallography. (C) 2001 Elsevier Science Ltd. All rights reserved.