methyl (2S)-3-[4-[[ethoxy(2-phenylmethoxyethyl)phosphoryl]methyl]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate | 313342-52-8

• 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(2-phenylmethoxyethyl)phosphoryl]methyl]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 313342-52-8
• 化学式: C₂₇H₃₈NO₇P
• 分子量: 519.575
• InChiKey: LMBUZGSRFUTDKW-YIDLWOTISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  36
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl (2S)-3-[4-[[ethoxy(2-phenylmethoxyethyl)phosphoryl]methyl]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate 在 palladium on activated charcoal lithium hydroxide 、 碘代三甲硅烷 、 氢气 、 sodium carbonate 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 为溶剂， 生成 (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[4-[[hydroxy(2-hydroxyethyl)phosphoryl]methyl]phenyl]propanoic 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：

  4-碘苄基溴 在 三甲基氯硅烷 、 双(三甲基硅烷基)氨基钾 、 锌 作用下， 以 四氢呋喃 为溶剂， 生成 methyl (2S)-3-[4-[[ethoxy(2-phenylmethoxyethyl)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

文献信息

• Structure-based design and synthesis of phosphinate isosteres of phosphotyrosine for incorporation in Grb2-SH2 domain inhibitors. Part 2
  作者：Clive V Walker、Giorgio Caravatti、Alastair A Denholm、John Egerton、Alex Faessler、Pascal Furet、Carlos Garcı́a-Echeverrı́a、Brigitte Gay、Ed Irving、Ken Jones、Amanda Lambert、Neil J Press、John Woods

  DOI：10.1016/s0960-894x(00)00476-5

  日期：2000.10

  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.