5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyluridine 3'-N,N-diisopropylmethyl phosphoramidite | 114207-67-9

• 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: 5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyluridine 3'-N,N-diisopropylmethyl phosphoramidite
• 英文别名: 1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-[tert-butyl(dimethyl)silyl]oxy-4-[[di(propan-2-yl)amino]-methoxyphosphanyl]oxyoxolan-2-yl]pyrimidine-2,4-dione
• CAS: 114207-67-9
• 化学式: C₄₃H₆₀N₃O₉PSi
• 分子量: 822.023
• InChiKey: AJKMTCZXJSDRLN-CYSIDSPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.23
• 重原子数：
  57
• 可旋转键数：
  18
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyluridine 3'-N,N-diisopropylmethyl phosphoramidite 在 4-二甲氨基吡啶 、 (Applied Biosystems 380A DNA synthesizer) 、 5-(4-硝基苯基)-1H-四唑 作用下， 反应 0.05h， 以96.4%的产率得到
  参考文献：
  名称：

  通过亚磷酰胺方法在寡核糖核苷酸的固相合成中使用4-二甲基氨基吡啶（DMAP）和四唑，5-（-硝基苯基）四唑或5-（-硝基苯基）四唑提高了偶联效率。

  摘要：

  5-（硝基苯基）四唑/ DMAP混合物比任一四唑，5-（更有效的亚磷酰胺活化剂硝基苯基）四唑或5-（用于固相寡核苷酸合成硝基苯基）四唑。

  DOI：

  10.1016/s0040-4039(00)96344-5
• 作为产物：
  描述：

  5’-O-（4,4’-二甲氧基三苯甲基）-2’-O-叔丁基二甲基硅基尿苷 、 氯(二异丙基氨基)甲氧基膦 生成 5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyluridine 3'-N,N-diisopropylmethyl phosphoramidite
  参考文献：
  名称：

  MILECKI, JAN;DEMBEK, PIOTR;ANTKOWIAK, WIESLAW Z.;GDANIEC, ZOFIA;MIELEWCZY+, NUCLEOSIDES AND NUCLEOTIDES, 8,(1989) N, C. 463-474

  摘要：

  DOI：

文献信息

• Ionic tags for synthesis of oligoribonucleotides
  申请人：Damha Masad J.

  公开号：US09920084B2

  公开（公告）日：2018-03-20

  The invention relates to the chemical synthesis of oligonucleotides, e.g., oligoribonucleotides. In another aspect, the invention relates to compounds of formula (II) processes for making these compounds, and the use thereof in the chemical synthesis of oligonucleotides, e.g., oligoribonucleotides. The invention also relates to methods of synthesis of oligomers, including but not limited to oligopeptides, oligosaccharides and oligonucleotides, particularly oligoribonucleotides and also oligodeoxyribonucleotides, in solution systems, and ionic tag linkers for use in methods provided herein.

  该发明涉及寡核苷酸的化学合成，例如寡核糖核苷酸。在另一个方面，该发明涉及公式（II）化合物的制备过程以及这些化合物在寡核苷酸的化学合成中的使用，例如寡核糖核苷酸。该发明还涉及寡聚物的合成方法，包括但不限于寡肽、寡糖和寡核苷酸，特别是寡核糖核苷酸和寡脱氧核糖核苷酸，在溶液系统中，以及用于所述方法的离子标签连接剂。
• 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,
• Diuridine 3′,5′-boranophosphate: Preparation and properties
  作者：Yao-Quan Chen、Fu-Cheng Qu、Yi-Bing Zhang

  DOI：10.1016/0040-4039(94)02439-i

  日期：1995.1

  Diuridine 3',5'-boranophosphate has been synthesized. Its diastereomers were separated and their configuration was tentatively assigned based on the snake venom phosphodiesterase catalytic hydrolysis.
• MILECKI, JAN;DEMBEK, PIOTR;ANTKOWIAK, WIESLAW Z.;GDANIEC, ZOFIA;MIELEWCZY+, NUCLEOSIDES AND NUCLEOTIDES, 8,(1989) N, C. 463-474
  作者：MILECKI, JAN、DEMBEK, PIOTR、ANTKOWIAK, WIESLAW Z.、GDANIEC, ZOFIA、MIELEWCZY+

  DOI：——

  日期：——
• PON, RICHARD T., TETRAHEDRON LETT., 28,(1987) N 32, 3643-3646
  作者：PON, RICHARD T.

  DOI：——

  日期：——