9H-fluoren-9-ylmethyl N-[[(3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-1,2-oxazolidin-3-yl]methyl]carbamate | 951314-90-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9H-fluoren-9-ylmethyl N-[[(3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-1,2-oxazolidin-3-yl]methyl]carbamate
• CAS: 951314-90-2
• 化学式: C₂₄H₂₄N₄O₅
• 分子量: 448.478
• InChiKey: ANBQXFJAVHWEMU-YCRPNKLZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  9H-fluoren-9-ylmethyl N-[[(3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-1,2-oxazolidin-3-yl]methyl]carbamate 、 溴乙酸叔丁酯 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 144.0h， 以70%的产率得到tert-butyl 2-[(3S,5R)-3-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-1,2-oxazolidin-2-yl]acetate
  参考文献：
  名称：

  3-(Aminomethyl)-2-(carboxymethyl)isoxazolidinyl nucleosides: building blocks for peptide nucleic acid analogues

  摘要：

  The synthesis of orthogonally protected 3-(aminomethyl)-2-(carboxymethyl)isoxazolidinyl thymine, a convenient monomer for the preparation of novel isoxazolidinyl peptide nucleic acid analogues, has been achieved through enantioselective 1,3-dipolar cyclo-addition between N-glycosyl nitrones and vinyl acetate. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.06.029
• 作为产物：
  描述：

  (9H-芴-9-基)-2-氧代乙基氨基甲酸甲酯 反应 12.0h， 生成 9H-fluoren-9-ylmethyl N-[[(3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-1,2-oxazolidin-3-yl]methyl]carbamate
  参考文献：
  名称：

  3-(Aminomethyl)-2-(carboxymethyl)isoxazolidinyl nucleosides: building blocks for peptide nucleic acid analogues

  摘要：

  The synthesis of orthogonally protected 3-(aminomethyl)-2-(carboxymethyl)isoxazolidinyl thymine, a convenient monomer for the preparation of novel isoxazolidinyl peptide nucleic acid analogues, has been achieved through enantioselective 1,3-dipolar cyclo-addition between N-glycosyl nitrones and vinyl acetate. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.06.029

文献信息

• 3-(Aminomethyl)-2-(carboxymethyl)isoxazolidinyl nucleosides: building blocks for peptide nucleic acid analogues
  作者：Pedro Merino、Tomás Tejero、Juan Matés、Ugo Chiacchio、Antonino Corsaro、Giovanni Romeo

  DOI：10.1016/j.tetasy.2007.06.029

  日期：2007.7

  The synthesis of orthogonally protected 3-(aminomethyl)-2-(carboxymethyl)isoxazolidinyl thymine, a convenient monomer for the preparation of novel isoxazolidinyl peptide nucleic acid analogues, has been achieved through enantioselective 1,3-dipolar cyclo-addition between N-glycosyl nitrones and vinyl acetate. (C) 2007 Elsevier Ltd. All rights reserved.