2-Benzyl-2-fluoro-3-trityloxy-propionic acid methyl ester | 187091-03-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-Benzyl-2-fluoro-3-trityloxy-propionic acid methyl ester
• CAS: 187091-03-8
• 化学式: C₃₀H₂₇FO₃
• 分子量: 454.541
• InChiKey: NFTPOJQONVOQKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.12
• 重原子数：
  34.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-Benzyl-2-fluoro-3-trityloxy-propionic acid methyl ester 以 乙醚 、 formamide 为溶剂， 反应 3.0h， 生成 2-Fluoro-2-hydroxymethyl-3-phenyl-propionic acid methyl ester
  参考文献：
  名称：

  The nature of interaction between the carboxylate of substrates and the guanidinium moiety of Arg-145 in carboxypeptidase A probed by inhibitors of the enzyme

  摘要：

  Replacement of the alpha-proton of 2-benzyl-3-hydoroxypropanoic acid a competitive inhibitor of carboxypeptidase A with a fluoro group brought about a 2-fold increase in K-i value (0.61 mM --> 1.19 mM), while pK(a) value decreased by 1.4 units (4.36 --> 2.95), suggesting that the carboxylate of the inhibitor and that of substrates as well are hydrogen bonded to the guanidinium moiety of Arg-145 of the enzyme. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00541-0
• 作为产物：
  描述：

  2-苄基丙烯酸甲酯 在 4-二甲氨基吡啶 、 四氧化锇 、 二乙胺基三氟化硫 、 N-甲基吗啉氧化物 作用下， 以 水 、 三乙胺 、 丙酮 为溶剂， 反应 84.0h， 生成 2-Benzyl-2-fluoro-3-trityloxy-propionic acid methyl ester
  参考文献：
  名称：

  The nature of interaction between the carboxylate of substrates and the guanidinium moiety of Arg-145 in carboxypeptidase A probed by inhibitors of the enzyme

  摘要：

  Replacement of the alpha-proton of 2-benzyl-3-hydoroxypropanoic acid a competitive inhibitor of carboxypeptidase A with a fluoro group brought about a 2-fold increase in K-i value (0.61 mM --> 1.19 mM), while pK(a) value decreased by 1.4 units (4.36 --> 2.95), suggesting that the carboxylate of the inhibitor and that of substrates as well are hydrogen bonded to the guanidinium moiety of Arg-145 of the enzyme. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00541-0