tert-butyl N-[N'-(3-amino-3-oxopropyl)-N-(1H-pyrrole-2-carbonyl)carbamimidoyl]carbamate | 635288-41-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: tert-butyl N-[N'-(3-amino-3-oxopropyl)-N-(1H-pyrrole-2-carbonyl)carbamimidoyl]carbamate
• CAS: 635288-41-4
• 化学式: C₁₄H₂₁N₅O₄
• 分子量: 323.352
• InChiKey: AOJGQINPBWJJMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  139
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[N'-(3-amino-3-oxopropyl)-N-(1H-pyrrole-2-carbonyl)carbamimidoyl]carbamate 在 盐酸 作用下， 以 水 为溶剂， 生成 3-[N'-(1H-Pyrrole-2-carbonyl)-guanidino]-propionamide; hydrochloride
  参考文献：
  名称：

  N‘-Alkylated Guanidiniocarbonyl Pyrroles:  New Receptors for Amino Acid Recognition in Water

  摘要：

  N'-Substituted guanidinlocarbonyl pyrroles 7 were synthesized for the first time by activation of a Boc-protected guanidiniocarbonyl pyrrole 3 with triflic anhydride and subsequent reaction with a primary amine. These guanidinium cations are efficient receptors for the complexation of amino acid carboxylates even in water (K-assoc C > 10(3) M-1) as could be shown by UV titration studies.

  DOI：

  10.1021/ol0356340
• 作为产物：
  描述：

  C₁₁H₁₆N₄O₃ 在 水 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 tert-butyl N-[N'-(3-amino-3-oxopropyl)-N-(1H-pyrrole-2-carbonyl)carbamimidoyl]carbamate
  参考文献：
  名称：

  N‘-Alkylated Guanidiniocarbonyl Pyrroles:  New Receptors for Amino Acid Recognition in Water

  摘要：

  N'-Substituted guanidinlocarbonyl pyrroles 7 were synthesized for the first time by activation of a Boc-protected guanidiniocarbonyl pyrrole 3 with triflic anhydride and subsequent reaction with a primary amine. These guanidinium cations are efficient receptors for the complexation of amino acid carboxylates even in water (K-assoc C > 10(3) M-1) as could be shown by UV titration studies.

  DOI：

  10.1021/ol0356340

文献信息

• N‘-Alkylated Guanidiniocarbonyl Pyrroles:  New Receptors for Amino Acid Recognition in Water
  作者：Carsten Schmuck、Volker Bickert

  DOI：10.1021/ol0356340

  日期：2003.11.1

  N'-Substituted guanidinlocarbonyl pyrroles 7 were synthesized for the first time by activation of a Boc-protected guanidiniocarbonyl pyrrole 3 with triflic anhydride and subsequent reaction with a primary amine. These guanidinium cations are efficient receptors for the complexation of amino acid carboxylates even in water (K-assoc C > 10(3) M-1) as could be shown by UV titration studies.