methyl (2S)-3-[4-[[ethoxy(hydroxymethyl)phosphoryl]methyl]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate | 313342-55-1

• 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: methyl (2S)-3-[4-[[ethoxy(hydroxymethyl)phosphoryl]methyl]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 313342-55-1
• 化学式: C₁₉H₃₀NO₇P
• 分子量: 415.423
• InChiKey: HLHKVOXXQNRTSG-WCZHWJSASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl (2S)-3-[4-[[ethoxy(hydroxymethyl)phosphoryl]methyl]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate 在 lithium hydroxide 作用下， 以 乙醇 为溶剂， 生成 (S)-2-tert-Butoxycarbonylamino-3-[4-(hydroxy-hydroxymethyl-phosphinoylmethyl)-phenyl]-propionic acid
  参考文献：
  名称：

  Structure-based design and synthesis of phosphinate isosteres of phosphotyrosine for incorporation in Grb2-SH2 domain inhibitors. Part 2

  摘要：

  A series of novel phosphinates, derived from 4-phosphonomethylphenylalanine, are described as isosteres of phosphotyrosine. Benzyl (or alkyl) phosphinomethylphenylalanine derivatives were prepared by alkylation of an amino acid P-H phosphinate. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00476-5
• 作为产物：
  描述：

  methyl (2S)-3-[4-[[1,1-diethoxyethyl(ethoxy)phosphoryl]methyl]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate 在 三甲基氯硅烷 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 2.0h， 生成 methyl (2S)-3-[4-[[ethoxy(hydroxymethyl)phosphoryl]methyl]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
  参考文献：
  名称：

  Structure-based design and synthesis of phosphinate isosteres of phosphotyrosine for incorporation in Grb2-SH2 domain inhibitors. Part 2

  摘要：

  A series of novel phosphinates, derived from 4-phosphonomethylphenylalanine, are described as isosteres of phosphotyrosine. Benzyl (or alkyl) phosphinomethylphenylalanine derivatives were prepared by alkylation of an amino acid P-H phosphinate. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00476-5