[3-[[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]amino]-2-methyl-3-oxopropyl]-(1-amino-3-methylsulfanylpropyl)phosphinic acid | 1067680-06-1

• 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: [3-[[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]amino]-2-methyl-3-oxopropyl]-(1-amino-3-methylsulfanylpropyl)phosphinic acid
• CAS: 1067680-06-1
• 化学式: C₁₃H₂₈N₃O₄PS
• 分子量: 353.423
• InChiKey: VMJMZWXBILZZJY-ILDUYXDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  161
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-[[1-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methylsulfanylpropyl]-hydroxyphosphoryl]-2-methylpropanoic acid 、 alkaline earth salt of/the/ methylsulfuric acid 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 哌啶 、 三异丙基硅烷 、 1,2-乙二硫醇 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以30%的产率得到[3-[[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]amino]-2-methyl-3-oxopropyl]-(1-amino-3-methylsulfanylpropyl)phosphinic acid
  参考文献：
  名称：

  Synthesis of methionine- and norleucine-derived phosphinopeptides

  摘要：

  We present herein a straightforward synthesis of N-Fmoc-protected synthons derived from a phosphinic analogue of methionine. These precursors were used Successfully for the solid-phase synthesis of methionine-mimic phosphinopeptides using BOP-catalyzed coupling without protection of the phosphoryl moiety. We also prepared a new type of pseudopeptide derived from a phosphinic analogue of norleucine with a -PO(OH)-CH(2)-COOR moiety. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.062

文献信息

• Synthesis of methionine- and norleucine-derived phosphinopeptides
  作者：Radek Liboska、Jan Pícha、Ivona Hančlová、Miloš Buděšínský、Miloslav Šanda、Jiří Jiráček

  DOI：10.1016/j.tetlet.2008.07.062

  日期：2008.9

  We present herein a straightforward synthesis of N-Fmoc-protected synthons derived from a phosphinic analogue of methionine. These precursors were used Successfully for the solid-phase synthesis of methionine-mimic phosphinopeptides using BOP-catalyzed coupling without protection of the phosphoryl moiety. We also prepared a new type of pseudopeptide derived from a phosphinic analogue of norleucine with a -PO(OH)-CH(2)-COOR moiety. (C) 2008 Elsevier Ltd. All rights reserved.