tert-butyl 6-((((9H-fluoren-9-yl)methoxy)carbonyl)(2-(((benzyloxy)carbonyl)amino)ethyl)amino)hexanoate | 1353744-96-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: tert-butyl 6-((((9H-fluoren-9-yl)methoxy)carbonyl)(2-(((benzyloxy)carbonyl)amino)ethyl)amino)hexanoate
• CAS: 1353744-96-3
• 化学式: C₃₅H₄₂N₂O₆
• 分子量: 586.728
• InChiKey: GJFFNLVLFCFKRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.07
• 重原子数：
  43.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  94.17
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 6-((((9H-fluoren-9-yl)methoxy)carbonyl)(2-(((benzyloxy)carbonyl)amino)ethyl)amino)hexanoate 在 palladium 10% on activated carbon 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 氢气 、 三乙酰氧基硼氢化钠 、 溶剂黄146 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 37.0h， 生成 tert-butyl 6-((((9H-fluoren-9-yl)methoxy)carbonyl)(2-(N-(2-ethoxy-2-oxoethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)ethyl)amino)hexanoate
  参考文献：
  名称：

  Carboxyalkyl peptoid PNAs: synthesis and hybridization properties

  摘要：

  N-gamma-Carboxyalkyl modified peptide nucleic acids (PNAs), containing the four canonical nucleobases, were prepared via solid-phase oligomerization. The inserted peptoid monomers 1 and 2 were constructed through simple synthetic procedures, utilizing appropriate glycidol and iodoalkyl electrophiles. Thermal denaturation studies, performed with complementary antiparallel DNA strands, demonstrated that the length of the N-gamma-side chain strongly influences the modified PNAs hybridization properties. Moreover, multiple negative charges on the oligoamide backbone, when present on gamma-nitrogen C-6 side chains proved to be beneficial for the oligomers' water solubility and DNA hybridization specificity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.11.017
• 作为产物：
  描述：

  氯甲酸苄酯 在 咪唑 、 碘 、 碳酸氢钠 、 potassium carbonate 、 三苯基膦 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 59.17h， 生成 tert-butyl 6-((((9H-fluoren-9-yl)methoxy)carbonyl)(2-(((benzyloxy)carbonyl)amino)ethyl)amino)hexanoate
  参考文献：
  名称：

  Carboxyalkyl peptoid PNAs: synthesis and hybridization properties

  摘要：

  N-gamma-Carboxyalkyl modified peptide nucleic acids (PNAs), containing the four canonical nucleobases, were prepared via solid-phase oligomerization. The inserted peptoid monomers 1 and 2 were constructed through simple synthetic procedures, utilizing appropriate glycidol and iodoalkyl electrophiles. Thermal denaturation studies, performed with complementary antiparallel DNA strands, demonstrated that the length of the N-gamma-side chain strongly influences the modified PNAs hybridization properties. Moreover, multiple negative charges on the oligoamide backbone, when present on gamma-nitrogen C-6 side chains proved to be beneficial for the oligomers' water solubility and DNA hybridization specificity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.11.017