2'-TIPS-3'-levulinyl-uridine | 1309592-52-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 2'-TIPS-3'-levulinyl-uridine
• 英文别名: [(2R,3R,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-2-(hydroxymethyl)-4-tri(propan-2-yl)silyloxyoxolan-3-yl] 4-oxopentanoate
• CAS: 1309592-52-6
• 化学式: C₂₃H₃₈N₂O₈Si
• 分子量: 498.649
• InChiKey: XNQNTZHFCRCAGK-BRKWEVRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.27
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2'-TIPS-3'-levulinyl-uridine 、 5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyluridine 3'-N,N-diisopropylmethyl phosphoramidite 在 4,5-二氰基咪唑 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  RNA synthesis via dimer and trimer phosphoramidite block coupling

  摘要：

  The solid-phase synthesis of oligoribonucleotides using dimer and trimer phosphoramidite blocks is described. This method significantly reduces the total number of steps required in the synthesis of a target RNA sequence, provides more material, and simplifies separation of the product from shorter failure sequences. The procedure is illustrated by the synthesis of UpU, ApA, and UpUpU phosphoramidite blocks and their use in the rapid synthesis of oligoribonucleotides on a solid support. Dimer and trimer amidite blocks will likely find use in the large scale solution (or solid)-phase synthesis of siRNA drugs. (C) 2011 Elsevier Ltd. All rights reserved,

  DOI：

  10.1016/j.tetlet.2011.03.042
• 作为产物：
  描述：

  5'-DMTr-2'-TIPS-3'-levulinyl-uridine 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到2'-TIPS-3'-levulinyl-uridine
  参考文献：
  名称：

  RNA synthesis via dimer and trimer phosphoramidite block coupling

  摘要：

  The solid-phase synthesis of oligoribonucleotides using dimer and trimer phosphoramidite blocks is described. This method significantly reduces the total number of steps required in the synthesis of a target RNA sequence, provides more material, and simplifies separation of the product from shorter failure sequences. The procedure is illustrated by the synthesis of UpU, ApA, and UpUpU phosphoramidite blocks and their use in the rapid synthesis of oligoribonucleotides on a solid support. Dimer and trimer amidite blocks will likely find use in the large scale solution (or solid)-phase synthesis of siRNA drugs. (C) 2011 Elsevier Ltd. All rights reserved,

  DOI：

  10.1016/j.tetlet.2011.03.042

文献信息

• RNA synthesis via dimer and trimer phosphoramidite block coupling
  作者：Matthew Hassler、Yi Qiao Wu、N. Mallikarjuna Reddy、Tak Hang Chan、Masad J. Damha

  DOI：10.1016/j.tetlet.2011.03.042

  日期：2011.5

  The solid-phase synthesis of oligoribonucleotides using dimer and trimer phosphoramidite blocks is described. This method significantly reduces the total number of steps required in the synthesis of a target RNA sequence, provides more material, and simplifies separation of the product from shorter failure sequences. The procedure is illustrated by the synthesis of UpU, ApA, and UpUpU phosphoramidite blocks and their use in the rapid synthesis of oligoribonucleotides on a solid support. Dimer and trimer amidite blocks will likely find use in the large scale solution (or solid)-phase synthesis of siRNA drugs. (C) 2011 Elsevier Ltd. All rights reserved,