[(4S)-5-[(2-methylpropan-2-yl)oxy]-2-[(2-methylpropan-2-yl)oxycarbonyl]-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentyl]-phenylphosphinic acid | 686287-71-8

• 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: [(4S)-5-[(2-methylpropan-2-yl)oxy]-2-[(2-methylpropan-2-yl)oxycarbonyl]-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentyl]-phenylphosphinic acid
• CAS: 686287-71-8
• 化学式: C₂₅H₄₀NO₈P
• 分子量: 513.568
• InChiKey: SSHHXZSZFYPNIA-NNBQYGFHSA-N

物化性质

• 沸点：
  655.8±55.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  35
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(4S)-5-[(2-methylpropan-2-yl)oxy]-2-[(2-methylpropan-2-yl)oxycarbonyl]-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentyl]-phenylphosphinic acid 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以75%的产率得到(2S)-4-phenylphosphinomethylglutamic acid hydrochloride
  参考文献：
  名称：

  Enantioselective synthesis of new 4-substituted glutamic acid derivatives

  摘要：

  Several new 4-substituted glutamic acid derivatives are described: 4-phosphinomethyl glutamic acid derivatives were prepared starting from (2S)-N-Boc-tert-butyl-4-methylene glutamate. The 4-carboxymethyl and 4-aminomethyl glutamic acid derivatives were obtained using asymmetric 1,4-addition conjugate of the enolate of Schiff base I to unsaturated esters. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.006
• 作为产物：
  描述：

  苯膦酸 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 [(4S)-5-[(2-methylpropan-2-yl)oxy]-2-[(2-methylpropan-2-yl)oxycarbonyl]-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentyl]-phenylphosphinic acid
  参考文献：
  名称：

  Enantioselective synthesis of new 4-substituted glutamic acid derivatives

  摘要：

  Several new 4-substituted glutamic acid derivatives are described: 4-phosphinomethyl glutamic acid derivatives were prepared starting from (2S)-N-Boc-tert-butyl-4-methylene glutamate. The 4-carboxymethyl and 4-aminomethyl glutamic acid derivatives were obtained using asymmetric 1,4-addition conjugate of the enolate of Schiff base I to unsaturated esters. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.006