N2-(2-苯基-1,3-噻唑-4-基)羰基-2-氨基丙烯酰胺 | 952409-27-7

• 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
• 中文名称: N2-(2-苯基-1,3-噻唑-4-基)羰基-2-氨基丙烯酰胺
• 英文名称: N²-(2-phenyl-1,3-thiazol-4-yl)carbonyl-2-aminoacrylamide
• 英文别名: N-(3-amino-3-oxoprop-1-en-2-yl)-2-phenyl-1,3-thiazole-4-carboxamide
• CAS: 952409-27-7
• 化学式: C₁₃H₁₁N₃O₂S
• 分子量: 273.315
• InChiKey: SFOSKHOOLUDCLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N2-(2-苯基-1,3-噻唑-4-基)羰基-2-氨基丙烯酰胺 在 吡啶 、 三氟乙酸酐 作用下， 以 四氢呋喃 为溶剂， 生成 N-(2-phenyl-1,3-thiazol-4-yl)carbonyl-2-aminoacrylonitrile
  参考文献：
  名称：

  Conversion of Nocathiacin I to Nocathiacin Acid by a Mild and Selective Cleavage of Dehydroalanine

  摘要：

  [GRAPHICS]Thiazolyl peptide antibiotic: nocathiacin 1 (1) was converted to nocathiacin acid (4) in high yield by treatment with trifluoroacetic anhydride and pyridine in THF at room temperature. Two equipotent water-soluble amide analogues of nocathiacin I were readily prepared from this important and versatile carboxylic acid intermediate under mild peptide coupling conditions. The present method is useful for chemical derivatization of complex natural products that contain C-terminal dehydroalanine.

  DOI：

  10.1021/jo071115p
• 作为产物：
  描述：

  N-(2-phenyl-1,3-thiazol-2-yl)carbonyl-(Se)-phenylselenocysteine amide 在 sodium periodate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 3.0h， 以73%的产率得到N2-(2-苯基-1,3-噻唑-4-基)羰基-2-氨基丙烯酰胺
  参考文献：
  名称：

  Conversion of Nocathiacin I to Nocathiacin Acid by a Mild and Selective Cleavage of Dehydroalanine

  摘要：

  [GRAPHICS]Thiazolyl peptide antibiotic: nocathiacin 1 (1) was converted to nocathiacin acid (4) in high yield by treatment with trifluoroacetic anhydride and pyridine in THF at room temperature. Two equipotent water-soluble amide analogues of nocathiacin I were readily prepared from this important and versatile carboxylic acid intermediate under mild peptide coupling conditions. The present method is useful for chemical derivatization of complex natural products that contain C-terminal dehydroalanine.

  DOI：

  10.1021/jo071115p