1-[(2R,3R,4R,5R)-4-hydroxy-3-[(4-methoxyphenyl)-diphenylmethoxy]-5-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxolan-2-yl]pyrimidine-2,4-dione | 1415634-16-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1-[(2R,3R,4R,5R)-4-hydroxy-3-[(4-methoxyphenyl)-diphenylmethoxy]-5-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxolan-2-yl]pyrimidine-2,4-dione
• CAS: 1415634-16-0
• 化学式: C₄₉H₄₄N₂O₈
• 分子量: 788.897
• InChiKey: QYNQQRHHEUVDOT-KYJNYJMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  59
• 可旋转键数：
  14
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-[(2R,3R,4R,5R)-4-hydroxy-3-[(4-methoxyphenyl)-diphenylmethoxy]-5-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxolan-2-yl]pyrimidine-2,4-dione 在 吡啶 、 4-二甲氨基吡啶 、 三乙醇胺 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 25.0h， 生成 tert-butyl 3-[(2R,3R,4R,5R)-4-hydroxy-3-[(4-methoxyphenyl)-diphenylmethoxy]-5-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxolan-2-yl]-2,6-dioxopyrimidine-1-carboxylate
  参考文献：
  名称：

  Synthesis, self-aggregation and bioactivity properties of a cationic aminoacyl surfactant, based on a new class of highly functionalized nucleolipids

  摘要：

  A highly functionalized aminoacyl nucleolipid based on uridine is here proposed as a novel cationic surfactant. To achieve this, a straightforward, high yielding and versatile protocol has been devised, in principle providing synthetic access to a variety of different, related analogs. Self-aggregation properties of this nucleolipid were determined by using a combined approach, including surface tension, conductivity and DLS measurements. Above the critical micellar concentration of 4 x 10(-5) mol kg(-1), large supramolecular assemblies with a counterion condensation degree of 0.25 were observed. The bioactivity profile of this new compound was investigated on cancer and non cancer cell lines. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.044
• 作为产物：
  描述：

  尿嘧啶核苷 、 4-甲氧基三苯基氯甲烷 在 吡啶 、 silver nitrate 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以72%的产率得到1-[(2R,3R,4R,5R)-4-hydroxy-3-[(4-methoxyphenyl)-diphenylmethoxy]-5-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxolan-2-yl]pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis, self-aggregation and bioactivity properties of a cationic aminoacyl surfactant, based on a new class of highly functionalized nucleolipids

  摘要：

  A highly functionalized aminoacyl nucleolipid based on uridine is here proposed as a novel cationic surfactant. To achieve this, a straightforward, high yielding and versatile protocol has been devised, in principle providing synthetic access to a variety of different, related analogs. Self-aggregation properties of this nucleolipid were determined by using a combined approach, including surface tension, conductivity and DLS measurements. Above the critical micellar concentration of 4 x 10(-5) mol kg(-1), large supramolecular assemblies with a counterion condensation degree of 0.25 were observed. The bioactivity profile of this new compound was investigated on cancer and non cancer cell lines. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.044

文献信息

• Synthesis, self-aggregation and bioactivity properties of a cationic aminoacyl surfactant, based on a new class of highly functionalized nucleolipids
  作者：Luca Simeone、Carlo Irace、Antonio Di Pascale、Donato Ciccarelli、Gerardino D'Errico、Daniela Montesarchio

  DOI：10.1016/j.ejmech.2012.06.044

  日期：2012.11

  A highly functionalized aminoacyl nucleolipid based on uridine is here proposed as a novel cationic surfactant. To achieve this, a straightforward, high yielding and versatile protocol has been devised, in principle providing synthetic access to a variety of different, related analogs. Self-aggregation properties of this nucleolipid were determined by using a combined approach, including surface tension, conductivity and DLS measurements. Above the critical micellar concentration of 4 x 10(-5) mol kg(-1), large supramolecular assemblies with a counterion condensation degree of 0.25 were observed. The bioactivity profile of this new compound was investigated on cancer and non cancer cell lines. (C) 2012 Elsevier Masson SAS. All rights reserved.