(2S,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-carboxylic acid | 188796-24-9

• 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: (2S,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-carboxylic acid
• CAS: 188796-24-9
• 化学式: C₃₂H₃₂N₂O₈
• 分子量: 572.615
• InChiKey: OXVIYKJEQVHBDA-UPRLRBBYSA-N

物化性质

• 密度：
  1.292±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  42.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  129.08
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2S,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-carboxylic acid 在 三氯乙酸 作用下， 以 甲醇 为溶剂， 以96%的产率得到(2S,3S,5R)-2-Hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-carboxylic acid
  参考文献：
  名称：

  Structure-based design, synthesis, and in vitro assay of novel nucleoside analog inhibitors against HIV-1 reverse transcriptase

  摘要：

  Crystal structure of HIV-RT in complex with a DNA template:primer and a dTTP leads us to design and synthesize a new class of nucleoside analog inhibitors containing a branched 3'-group against HIV-RT. An in vitro primer extension assay indicates that three out of five compounds are effective HIV-RT inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.099
• 作为产物：
  描述：

  1-(5'-O-4,4'-dimethoxytrityl-2',3'-dideoxy-3'-C-formyl-β-D-erythro-pentofuranosyl)thymine 在 碘 作用下， 以 水 、 乙腈 为溶剂， 以93%的产率得到(2S,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-carboxylic acid
  参考文献：
  名称：

  Nucleoside analog inhibitors of reverse transcriptase

  摘要：

  公式（XXIII）的化合物，或其药学上可接受的盐或酯，是反转录酶的抑制剂：1R4是一种核苷，其中Q替代3'羟基，Q是公式（XXIV）-（XXXII）的一个部分。

  公开号：

  US20040235869A1

文献信息

• Replacement of the phosphodiester linkage in oligonucleotides by an amide: Effect of backbone length on duplex stability with RNA complement
  作者：Alain De Mesmaeker、Chantal Jouanno、Romain M. Wolf、Sebastian Wendeborn

  DOI：10.1016/s0960-894x(97)00037-1

  日期：1997.2

  Five dimers containing amide linkages instead of the natural phosphodiester linkage were synthesized and incorporated into oligonucleotides. The length of the amide backbone was varied. The hybridization properties of the modified oligonucleotides with RNA complements and their conformational analysis are described and compared to previously reported amide containing oligonucleotides. In addition, the synthesis of a thioamide phosphoramidite dimer is reported. (C) 1997, Elsevier Science Ltd.