(R)-2-Acetylamino-3-pyrrolo[2,3-b]pyridin-1-yl-propionic acid | 333354-50-0

• 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: (R)-2-Acetylamino-3-pyrrolo[2,3-b]pyridin-1-yl-propionic acid
• 英文别名: (2R)-2-acetamido-3-pyrrolo[2,3-b]pyridin-1-ylpropanoic acid
• CAS: 333354-50-0
• 化学式: C₁₂H₁₃N₃O₃
• 分子量: 247.254
• InChiKey: UUDOODTZWLMHDH-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  84.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-2-Acetylamino-3-pyrrolo[2,3-b]pyridin-1-yl-propionic acid 在 盐酸 作用下， 生成 (R)-β-7-azaindolylalanine
  参考文献：
  名称：

  Efficient chemoenzymatic synthesis of enantiomerically pure β-heterocyclic amino acid derivatives

  摘要：

  Enantiomerically pure (S)-pyrazolylalanine and its derivatives are nonproteinogenic amino acids with antidiabetic activity. A short and effective enantioselective synthesis of these compounds is described, using a kinetic resolution by an acylase from Aspergillus sp. (C) 2001 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0957-4166(00)00463-8
• 作为产物：
  描述：

  2-乙酰胺基丙烯酸甲酯 在 phosphate buffer 、 acylase from Aspergillus genus 、 水 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 48.0h， 生成 (R)-2-Acetylamino-3-pyrrolo[2,3-b]pyridin-1-yl-propionic acid
  参考文献：
  名称：

  Efficient chemoenzymatic synthesis of enantiomerically pure β-heterocyclic amino acid derivatives

  摘要：

  Enantiomerically pure (S)-pyrazolylalanine and its derivatives are nonproteinogenic amino acids with antidiabetic activity. A short and effective enantioselective synthesis of these compounds is described, using a kinetic resolution by an acylase from Aspergillus sp. (C) 2001 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0957-4166(00)00463-8

文献信息

• Efficient chemoenzymatic synthesis of enantiomerically pure β-heterocyclic amino acid derivatives
  作者：Valérie Rolland-Fulcrand、Nicolas Haroune、Maire Louise Roumestant、Jean Martinez

  DOI：10.1016/s0957-4166(00)00463-8

  日期：2000.12

  Enantiomerically pure (S)-pyrazolylalanine and its derivatives are nonproteinogenic amino acids with antidiabetic activity. A short and effective enantioselective synthesis of these compounds is described, using a kinetic resolution by an acylase from Aspergillus sp. (C) 2001 Elsevier Science Ltd. Ail rights reserved.