N-tert-butoxycarbonyl-2-(2,3-dimethoxyphenyl)pyrrole | 1069060-43-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: N-tert-butoxycarbonyl-2-(2,3-dimethoxyphenyl)pyrrole
• 英文别名: Tert-butyl 2-(2,3-dimethoxyphenyl)pyrrole-1-carboxylate
• CAS: 1069060-43-0
• 化学式: C₁₇H₂₁NO₄
• 分子量: 303.358
• InChiKey: GMJMIRJBQWOMNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  49.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-tert-butoxycarbonyl-2-(2,3-dimethoxyphenyl)pyrrole 在 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.17h， 以90%的产率得到2-(2,3-dimethoxyphenyl)-1H-pyrrole
  参考文献：
  名称：

  Synthesis and Guest Recognition Ability of 2,3-Dimethoxy-1,4-phenylene-Containing Porphyrinoids

  摘要：

  The acid-catalyzed condensation of the bispyrrolylbenzene derivative and benzaldehyde yielded macrocycles 1 and 2 bearing three and four dipyrrin units which are connected by 2,3-dimethoxy-1,4-phenylene rings. The cationic guest recognition ability of 1 was investigated by UV-vis absorption, H-1 NMR spectroscopic techniques, and ab initio calculations (HF/3-21G(*)). The tris-dipyrrin macrocycle 1 was found to recognize alkali metals in the O-6 binding cavity.

  DOI：

  10.1021/ol801888d
• 作为产物：
  描述：

  2,3-二甲氧基苯硼酸 、 1-Boc-2-溴-1H-吡咯 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 20.0h， 以94%的产率得到N-tert-butoxycarbonyl-2-(2,3-dimethoxyphenyl)pyrrole
  参考文献：
  名称：

  Synthesis and Guest Recognition Ability of 2,3-Dimethoxy-1,4-phenylene-Containing Porphyrinoids

  摘要：

  The acid-catalyzed condensation of the bispyrrolylbenzene derivative and benzaldehyde yielded macrocycles 1 and 2 bearing three and four dipyrrin units which are connected by 2,3-dimethoxy-1,4-phenylene rings. The cationic guest recognition ability of 1 was investigated by UV-vis absorption, H-1 NMR spectroscopic techniques, and ab initio calculations (HF/3-21G(*)). The tris-dipyrrin macrocycle 1 was found to recognize alkali metals in the O-6 binding cavity.

  DOI：

  10.1021/ol801888d

文献信息

• Slow Release of Organoboronic Acids in Cross-Coupling Reactions
  申请人：Burke Martin D.

  公开号：US20100121062A1

  公开（公告）日：2010-05-13

  A method of performing a chemical reaction includes reacting a compound selected from the group consisting of an organohalide and an organo-pseudohalide, and a protected organoboronic acid represented by formula (I) in a reaction mixture: R 1 —B-T   (I); where R 1 represents an organic group, T represents a conformationally rigid protecting group, and B represents boron having sp 3 hybridization. When unprotected, the corresponding organoboronic acid is unstable by the boronic acid neat stability test. The reaction mixture further includes a base having a pK B of at least 1 and a palladium catalyst. The method further includes forming a cross-coupled product in the reaction mixture.

  一种化学反应的方法包括在反应混合物中反应从有机卤化物和有机伪卤化物中选择的化合物，以及由公式（I）表示的受保护的有机硼酸：R1—B-T  （I）;其中，R1表示有机基团，T表示构象刚性保护基团，B表示具有sp3杂化的硼。当未受保护时，相应的有机硼酸在硼酸稳定性测试中不稳定。反应混合物还包括具有至少1的pKB值和钯催化剂的碱。该方法还包括在反应混合物中形成交叉偶联产物。
• US8338601B2
  申请人：——

  公开号：US8338601B2

  公开（公告）日：2012-12-25
• US9006463B2
  申请人：——

  公开号：US9006463B2

  公开（公告）日：2015-04-14
• US9328102B2
  申请人：——

  公开号：US9328102B2

  公开（公告）日：2016-05-03
• US9845317B2
  申请人：——

  公开号：US9845317B2

  公开（公告）日：2017-12-19