(3'-5')-TpT triethylammonium salt | 62930-02-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - （3'->5'）-二核苷酸和类似物
• 英文名称: (3'-5')-TpT triethylammonium salt
• 英文别名: thymidylyl-(3'-5')-thymidine triethylamine salt；Thymidylyl(3'-5')thymidin-Triethylammonium-Salz；[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl [(2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] phosphate;triethylazanium
• CAS: 62930-02-3
• 化学式: C₆H₁₅N*C₂₀H₂₇N₄O₁₂P
• 分子量: 647.62
• InChiKey: WESVPCPHCNPXQY-JQQQFMHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.57
• 重原子数：
  44
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  221
• 氢给体数：
  5
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (3'-5')-TpT triethylammonium salt 在 ammonium hydroxide 、 (C₄H₉)3N 、 氯磷酸二苯酯 作用下， 生成 thymidylyl-(3'-5')-thymidine (P-N) amide
  参考文献：
  名称：

  On the stability of phosphodiester-amide internucleotide bond

  摘要：

  DOI：

  10.1016/s0040-4039(01)91341-3
• 作为产物：
  描述：

  在 苯硫酚 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 13.17h， 生成 (3'-5')-TpT triethylammonium salt
  参考文献：
  名称：

  Jankowski, Aleksander; Golankiewicz, Krzysztof, Polish Journal of Chemistry, 1982, vol. 56, # 10-12, p. 1563 - 1568

  摘要：

  DOI：

文献信息

• Synthesis of dinucleoside phosphates and their analogs by the boranophosphotriester method using azido-based protecting groups
  作者：Toshihide Kawanaka、Mamoru Shimizu、Takeshi Wada

  DOI：10.1016/j.tetlet.2007.01.064

  日期：2007.3

  backbone-modified analogs were synthesized in good yields by the boranophosphotriester method in solution. The oligodeoxyriobonucleoside boranophosphates, fully protected with 2-(azidomethyl)benzoyl groups, were converted to the various backbone-modified DNA analogs via the corresponding H-phosphonate intermediates. A new efficient protecting group for the O6-position of 2′-deoxyguanosine, 4-[(2-azidom

  通过硼三磷酸硼酸酯方法在溶液中以高收率合成了寡脱氧核糖核苷酸及其骨架修饰的类似物。用2-（叠氮基甲基）苯甲酰基充分保护的寡脱氧核糖核苷硼酸磷酸酯通过相应的H-膦酸酯中间体转化为各种骨架修饰的DNA类似物。还开发了一种新的2'-脱氧鸟苷的O 6位有效保护基，即4-[（（2-叠氮基甲基）苯甲酰氧基]苄基（AZBn）。发现通过在二恶烷–2-巯基乙醇–H 2 O中用MePPh 2处理可以快速去除AZBn组。
• The 2-(<i>N-</i>Formyl-<i>N-</i>methyl)aminoethyl Group as a Potential Phosphate/Thiophosphate Protecting Group in Solid-Phase Oligodeoxyribonucleotide Synthesis
  作者：Andrzej Grajkowski、Andrzej Wilk、Marcin K. Chmielewski、Lawrence R. Phillips、Serge L. Beaucage

  DOI：10.1021/ol0156852

  日期：2001.5.1

  [GRAPHICS]The 2-(N-formyl-N-methyl)aminoethyl deoxyribonucleoside phosphoramidite 1 has been synthesized and used in the solid-phase synthesis of an octadecathymidylic acid as a cost-efficient monomer for potential application in the preparation of therapeutic oligonucleotides, The 2-(N-formyl-N-methyl)aminoethyl group can be cleaved from oligonucleotides according to a unique thermolytic cyclodeesterification process at pH 7.0. In addition to being cost-effective, the use of 1 simplifies oligonucleotide postsynthesis processing by eliminating the utilization of concentrated ammonium hydroxide in oligonucleotide deprotection.
• Caruso, Pier Bartolomeo; Sindona, Giovanni; Liguori, Angelo, Gazzetta Chimica Italiana, 1988, vol. 118, # 4, p. 253 - 256
  作者：Caruso, Pier Bartolomeo、Sindona, Giovanni、Liguori, Angelo、Uccella, Nicola

  DOI：——

  日期：——
• On the stability of phosphodiester-amide internucleotide bond
  作者：J. Tomasz、A. Simoncsits

  DOI：10.1016/s0040-4039(01)91341-3

  日期：1981.1
• Jankowski, Aleksander; Golankiewicz, Krzysztof, Polish Journal of Chemistry, 1982, vol. 56, # 10-12, p. 1563 - 1568
  作者：Jankowski, Aleksander、Golankiewicz, Krzysztof

  DOI：——

  日期：——