N-(thiocarboxy)-L-aspartic anhydride | 89354-20-1

• 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: N-(thiocarboxy)-L-aspartic anhydride
• 英文别名: [(3S)-2,5-dioxooxolan-3-yl]carbamothioic S-acid
• CAS: 89354-20-1
• 化学式: C₅H₅NO₄S
• 分子量: 175.165
• InChiKey: YJRQTZYYRCCXJJ-REOHCLBHSA-N

物化性质

• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  73.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(thiocarboxy)-L-aspartic anhydride 、 (2,2,4,4-tetramethylthietan-3-yl) 2-amino-2-phenylacetate 以 四氢呋喃 为溶剂， 反应 3.0h， 以21%的产率得到(S)-3-amino-4-oxo-4-(((R)-2-oxo-1-phenyl-2-((2,2,4,4-tetramethylthietan-3-yl)oxy)ethyl)amino)butanoic acid
  参考文献：
  名称：

  High potency dipeptide sweeteners. 1. L-Aspartyl-D-phenylglycine esters

  摘要：

  Twenty esters of L-aspartyl-D-phenylglycine, as well as two substituted analogues, an o-fluoro and a p-hydroxy-phenylglycine ester, were prepared. The L-aspartyl-D-phenylglycine (-)-alpha- and (+)-beta-fenchyl esters had the highest sweetness potency at 1200 and 3700 times that of sucrose, respectively. The high potency of these sweeteners is surprising as the phenyl group occupies a position previously believed to accommodate only much smaller groups.

  DOI：

  10.1021/jm00165a027
• 作为产物：
  描述：

  L-alanine N-carboxy anhydride 生成 N-(thiocarboxy)-L-aspartic anhydride
  参考文献：
  名称：

  VINICK, F. J.

  摘要：

  DOI：

文献信息

• VINICK, F. J.
  作者：VINICK, F. J.

  DOI：——

  日期：——
• High potency dipeptide sweeteners. 1. L-Aspartyl-D-phenylglycine esters
  作者：J. M. Janusz、J. M. Gardlik、P. A. Young、R. V. Burkes、S. J. Stoll、A. F. Estelle、C. M. Riley

  DOI：10.1021/jm00165a027

  日期：1990.3

  Twenty esters of L-aspartyl-D-phenylglycine, as well as two substituted analogues, an o-fluoro and a p-hydroxy-phenylglycine ester, were prepared. The L-aspartyl-D-phenylglycine (-)-alpha- and (+)-beta-fenchyl esters had the highest sweetness potency at 1200 and 3700 times that of sucrose, respectively. The high potency of these sweeteners is surprising as the phenyl group occupies a position previously believed to accommodate only much smaller groups.