1-ammoniocyclopropanepropanoate | 126822-30-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-ammoniocyclopropanepropanoate
• 英文别名: 3-(1-Azaniumylcyclopropyl)propanoate；3-(1-azaniumylcyclopropyl)propanoate
• CAS: 126822-30-8
• 化学式: C₆H₁₁NO₂
• mdl: MFCD01318220
• 分子量: 129.159
• InChiKey: USTNDXXSPGFYTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  67.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-ammoniocyclopropanepropanoate 、 碘甲烷 在 barium dihydroxide 作用下， 以 乙醇 为溶剂， 反应 15.0h， 以11%的产率得到1-(trimethylammonio)cyclopropanepropanoate
  参考文献：
  名称：

  Inhibition of .gamma.-butyrobetaine hydroxylase by cyclopropyl-substituted .gamma.-butyrobetaines

  摘要：

  DOI：

  10.1021/jo00297a025
• 作为产物：
  描述：

  1-(ethoxycarbonylamino)cyclopropanepropanoic acid 在 碘代三甲硅烷 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 1-ammoniocyclopropanepropanoate
  参考文献：
  名称：

  Inhibition of .gamma.-butyrobetaine hydroxylase by cyclopropyl-substituted .gamma.-butyrobetaines

  摘要：

  DOI：

  10.1021/jo00297a025

文献信息

• [EN] DECARBOXYLATIVE CONJUGATE ADDITIONS AND APPLICATIONS THEREOF<br/>[FR] ADDITIONS DE CONJUGUÉS AVEC DÉCARBOXYLATION ET APPLICATIONS ASSOCIÉES
  申请人：UNIV PRINCETON

  公开号：WO2016196931A1

  公开（公告）日：2016-12-08

  Synthetic methods are described herein operable to efficiently produce a wide variety of molecular species through conjugate additions via decarboxylative mechanisms. For example, methods of functionalization of peptide residues are described, including selective functionalization of peptide C-terminal residues. In one aspect, a method of peptide functionalization comprises providing a reaction mixture including a Michael acceptor and a peptide and coupling the Michael acceptor with the peptide via a mechanism including decarboxylation of a peptide reside.

  本文描述了可操作的合成方法，能够通过脱羧机制通过共轭加成有效地产生各种分子物种。例如，描述了肽残基的官能化方法，包括对肽C-末端残基的选择性官能化。在一个方面，肽官能化方法包括提供包括迈克尔受体和肽的反应混合物，并通过包括肽残基的脱羧机制将迈克尔受体与肽偶联。
• Decarboxylative conjugate additions and applications thereof
  申请人：The Trustees of Princeton University

  公开号：US11136349B2

  公开（公告）日：2021-10-05

  Synthetic methods are described herein operable to efficiently produce a wide variety of molecular species through conjugate additions via decarboxylative mechanisms. For example, methods of functionalization of peptide residues are described, including selective functionalization of peptide C-terminal residues. In one aspect, a method of peptide functionalization comprises providing a reaction mixture including a Michael acceptor and a peptide and coupling the Michael acceptor with the peptide via a mechanism including decarboxylation of a peptide reside.

  本文介绍的合成方法可通过脱羧机制进行共轭添加，从而有效地生产多种分子物质。例如，描述了肽残基官能化的方法，包括肽 C 端残基的选择性官能化。在一个方面，肽官能化的方法包括提供包括迈克尔受体和肽的反应混合物，并通过包括肽残基脱羧的机制将迈克尔受体与肽偶联。
• PETTER, RUSSELL C.;BANERJEE, SATYAJIT;ENGLARD, SASHA, J. ORG. CHEM., 55,(1990) N0, C. 3088-3097
  作者：PETTER, RUSSELL C.、BANERJEE, SATYAJIT、ENGLARD, SASHA

  DOI：——

  日期：——
• DECARBOXYLATIVE CONJUGATE ADDITIONS AND APPLICATIONS THEREOF
  申请人：The Trustees of Princeton University

  公开号：US20180179248A1

  公开（公告）日：2018-06-28

  Synthetic methods are described herein operable to efficiently produce a wide variety of molecular species through conjugate additions via decarboxylative mechanisms. For example, methods of functionalization of peptide residues are described, including selective functionalization of peptide C-terminal residues. In one aspect, a method of peptide functionalization comprises providing a reaction mixture including a Michael acceptor and a peptide and coupling the Michael acceptor with the peptide via a mechanism including decarboxylation of a peptide reside.