ethyl 2-[(3S,5R)-3-hydroxy-5-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-2-oxopyrrolidin-1-yl]acetate | 1343479-81-1

• 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: ethyl 2-[(3S,5R)-3-hydroxy-5-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-2-oxopyrrolidin-1-yl]acetate
• CAS: 1343479-81-1
• 化学式: C₁₄H₂₄N₂O₆
• 分子量: 316.354
• InChiKey: BADQMGPIICUNIG-ZJUUUORDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 2-[(3S,5R)-3-hydroxy-5-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-2-oxopyrrolidin-1-yl]acetate 、 (S)-(-)-α-甲氧基-α-(三氟甲基)苯乙酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 [(3S,5R)-1-(2-ethoxy-2-oxoethyl)-5-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-2-oxopyrrolidin-3-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  High-yield synthesis of pyrrolidinyl PNA monomers

  摘要：

  Two monomers for the syntheses of conformationally restricted peptide nucleic acids were synthesized through a simple procedure, involving an asymmetric 1,3-dipolar cycloaddition chemistry as a key step, from common starting materials in 3 and 5 steps, and 58.8% and 30.5% overall yields, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.167
• 作为产物：
  描述：

  在 乙醇 、 sodium ethanolate 作用下， 生成 ethyl 2-[(3S,5R)-3-hydroxy-5-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-2-oxopyrrolidin-1-yl]acetate
  参考文献：
  名称：

  High-yield synthesis of pyrrolidinyl PNA monomers

  摘要：

  Two monomers for the syntheses of conformationally restricted peptide nucleic acids were synthesized through a simple procedure, involving an asymmetric 1,3-dipolar cycloaddition chemistry as a key step, from common starting materials in 3 and 5 steps, and 58.8% and 30.5% overall yields, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.167

文献信息

• High-yield synthesis of pyrrolidinyl PNA monomers
  作者：Pedro Merino、Graziella Greco、Tomás Tejero、Ugo Chiacchio、Antonino Corsaro、Venerando Pistarà、Giovanni Romeo

  DOI：10.1016/j.tetlet.2011.08.167

  日期：2011.11

  Two monomers for the syntheses of conformationally restricted peptide nucleic acids were synthesized through a simple procedure, involving an asymmetric 1,3-dipolar cycloaddition chemistry as a key step, from common starting materials in 3 and 5 steps, and 58.8% and 30.5% overall yields, respectively. (C) 2011 Elsevier Ltd. All rights reserved.