(R)-Methyl 2-((tert-butoxycarbonyl)amino)-3-cyanopropanoate | 147091-71-2

• 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)-Methyl 2-((tert-butoxycarbonyl)amino)-3-cyanopropanoate
• 英文别名: methyl (2R)-3-cyano-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 147091-71-2
• 化学式: C₁₀H₁₆N₂O₄
• 分子量: 228.248
• InChiKey: LXOOXGNHKNWNLH-SSDOTTSWSA-N

物化性质

• 沸点：
  380.5±37.0 °C(Predicted)
• 密度：
  1.123±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  88.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-Methyl 2-((tert-butoxycarbonyl)amino)-3-cyanopropanoate 在 palladium on activated charcoal 盐酸 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Potent matrix metalloproteinase inhibitors: Amino-carboxylate compounds containing modifications of the P1 residue

  摘要：

  A series of amino-carboxylate inhibitors of matrix metalloproteinases containing different p1 modifications have been synthesized. It was discovered that a toluenesulfonamide-type substituent at the P1 position considerably enhances the binding affinity of inhibitors for stromelysin. Replacements of the P2'-P3' residues with nonpeptide components result in loss of inhibitory activity.

  DOI：

  10.1016/0960-894x(96)00028-5
• 作为产物：
  描述：

  甲醇 、 Boc-β-氰基-D-丙氨酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 生成 (R)-Methyl 2-((tert-butoxycarbonyl)amino)-3-cyanopropanoate
  参考文献：
  名称：

  Potent matrix metalloproteinase inhibitors: Amino-carboxylate compounds containing modifications of the P1 residue

  摘要：

  A series of amino-carboxylate inhibitors of matrix metalloproteinases containing different p1 modifications have been synthesized. It was discovered that a toluenesulfonamide-type substituent at the P1 position considerably enhances the binding affinity of inhibitors for stromelysin. Replacements of the P2'-P3' residues with nonpeptide components result in loss of inhibitory activity.

  DOI：

  10.1016/0960-894x(96)00028-5

文献信息

• Potent matrix metalloproteinase inhibitors: Amino-carboxylate compounds containing modifications of the P1 residue
  作者：Chu-Biao Xue、Xiaohua He、John Roderick、William F. DeGrado、Carl Decicco、Robert A. Copeland

  DOI：10.1016/0960-894x(96)00028-5

  日期：1996.2

  A series of amino-carboxylate inhibitors of matrix metalloproteinases containing different p1 modifications have been synthesized. It was discovered that a toluenesulfonamide-type substituent at the P1 position considerably enhances the binding affinity of inhibitors for stromelysin. Replacements of the P2'-P3' residues with nonpeptide components result in loss of inhibitory activity.