Met-ψ[P(O)(OH)CH2]-Ala | 1067680-02-7

• 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: Met-ψ[P(O)(OH)CH2]-Ala
• 英文别名: Met-psi[P(O)(OH)CH2]-Ala (5)；3-[(1-amino-3-methylsulfanylpropyl)-hydroxyphosphoryl]-2-methylpropanoic acid
• CAS: 1067680-02-7
• 化学式: C₈H₁₈NO₄PS
• 分子量: 255.275
• InChiKey: KVCYRBIAXSOETM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Met-ψ[P(O)(OH)CH2]-Ala 、 9-芴甲基-N-琥珀酰亚胺基碳酸酯 在 sodium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以92%的产率得到3-[[1-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methylsulfanylpropyl]-hydroxyphosphoryl]-2-methylpropanoic 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
• 作为产物：
  描述：

  在 sodium hydroxide 、 三氟乙酸 作用下， 反应 4.0h， 以74%的产率得到Met-ψ[P(O)(OH)CH2]-Ala
  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.