5'-O-dimethoxytrityl-N⁴-benzoyl-2'-deoxycytidine | 105862-10-0

• 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: 5'-O-dimethoxytrityl-N⁴-benzoyl-2'-deoxycytidine
• 英文别名: N⁴-benzoyl-2'-deoxy-5'-O-tritylcytidine；4-N-benzoyl-5'-O-trityl-2'-deoxycytidine；N⁴-benzoyl-O^5'-trityl-2'-deoxy-cytidine；5'-O-trityl-N-benzoyl-2'-deoxycytidine；N-benzoyl-5'-O-trityl-desoxycytidin；N-[1-[(2R,4S,5R)-4-hydroxy-5-(trityloxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl]benzamide
• CAS: 105862-10-0
• 化学式: C₃₅H₃₁N₃O₅
• 分子量: 573.648
• InChiKey: KRWWFHKPTRHVMD-XAGDYJCDSA-N

物化性质

• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  43
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 储存条件：
  2-8℃

反应信息

• 作为反应物：
  描述：

  5'-O-dimethoxytrityl-N⁴-benzoyl-2'-deoxycytidine 在 palladium on activated charcoal 盐酸 、 氨 、 三乙胺 、 lithium iodide 作用下， 以 吡啶 、 甲醇 、 乙二醇二甲醚 、 乙酸乙酯 为溶剂， 10.0~25.0 ℃ 、241.32 kPa 条件下， 反应 27.75h， 生成 2,3-二脱氧胞啶
  参考文献：
  名称：

  2'，3'-二脱氧胞苷的新合成

  摘要：

  描述了2'，3'-二脱氧胞苷的新合成，并且显示了该合成用于制备大量所述核苷的效用。

  DOI：

  10.1002/jhet.5570260605
• 作为产物：
  描述：

  2'-脱氧胞嘧啶核苷 以 吡啶 、 乙醇 为溶剂， 反应 72.0h， 生成 5'-O-dimethoxytrityl-N⁴-benzoyl-2'-deoxycytidine
  参考文献：
  名称：

  2'，3'-二脱氧胞苷的新合成

  摘要：

  描述了2'，3'-二脱氧胞苷的新合成，并且显示了该合成用于制备大量所述核苷的效用。

  DOI：

  10.1002/jhet.5570260605

文献信息

• PHOSPHONYLATION BY A SPIROPHOSPHORANE: APPLICATION OF THE RIBOZYME CHEMISTRY IN THE BIOORGANIC SYNTHESIS
  作者：Svetomir B. Tzokov、Rositza T. Momtcheva、Dimiter D. Petkov

  DOI：10.1080/10426500490459713

  日期：2004.6

  The phosphonylation by oxirane/phosphorous acid is characterized by formation of spirophosphorane, which provides the active intermediate in the reaction, β-hydroxyalkyl alkylene phosphite. Here, we demonstrate that a well-known and readily accessible spirophosphorane, 2λ5-2,2′spirobi[1,3,2-benzodioxaphosphole] can be used as convenient and effective phosphonylating agent in similar reaction. The easily

  环氧乙烷/亚磷酸的膦酰化反应的特征是形成螺正膦，它提供了反应中的活性中间体，β-羟亚烷基亚磷酸酯。在这里，我们证明了众所周知且易于获得的螺正膦，2λ5-2,2'螺二[1,3,2-苯并二氧杂磷]可用作类似反应中方便有效的膦酰化剂。易于检测的初级 3-苯基丙基 H-膦酸酯，以及 5'-O-tritylthymidyl、4-N-benzoyl-5'-O-trityl-deoxycytidyl、5'-O-trityl-deoxycytidyl、6-N-benzoyl -5'-O-三苯甲基-脱氧腺苷5'-O-三苯甲基脲基和2',3'-异亚丙基-尿苷基H-膦酸酯使用简单直接的方法制备。
• Use of 1,1,1,3,3,3-hexafluoro-2-propyl protecting group in the synthesis of dna fragments via phosphoramidite intermediates
  作者：Hiroshi Takaku、Tetsuo Watanabe、Shoji Hamamoto

  DOI：10.1016/0040-4039(88)80022-4

  日期：1988.1

  1,1,1,3,3,3-Hexafluoro-2-propy(HFP) group is a new protecting group for the internucleotidic bonds in the synthesis of oligodeoxyribonucleotides by the phosphoramidite method. This group can be removed rapidly by oximate treatment. Further, we have found that the phosphitylating agent, bis(diisopropylamino)-1,1,1,3,3,3-hexafluoro-2-propoxyphosphine is easy to prepare in view of their stability during

  1,1,1,3,3,3-六氟-2-丙基（HFP）是亚磷酰胺合成寡脱氧核糖核苷酸中核苷酸间键的新保护基。该组可以通过肟酸处理快速去除。此外，我们发现由于不需要高真空的蒸馏纯化过程中的稳定性，磷酸化剂双（二异丙基氨基）-1,1,1,3,3,3,3-六氟-2-丙氧基膦很容易制备。 。
• Modified oligodeoxyribonucleoditides
  申请人：Sankyo Company, Limited

  公开号：US05674856A1

  公开（公告）日：1997-10-07

  Compounds for the treatment or prophylaxis of a viral infection in a mammal, which may be human, are provided. The compounds are oligodeoxyribonucleic acid derivatives, and a novel route to such compounds is also provided together with intermediates of more general utility. The active compounds are of the general formula (1): ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are hydrogen atoms, alkyl groups, aryl groups as defined, and anthraquinonyl groups as defined; Z is carbon or silicon; or R.sub.2, R.sub.3 and Z together represent fluorenyl or xanthenyl; R.sub.4 is a hydrogen atom, an alkyl group as defined, an aryl group as defined; Y.sub.1, Y.sub.3 and Y.sub.4 are oxygen, sulfur or >NH; Y.sub.2 is oxygen, sulfur, >NH, alkylene or phenylene; X is alkylene group as defined; m and n are 0 to 10; and B is an oligodeoxyribonucleotide of chain length 3 to 9; or salts thereof.

  提供了用于治疗或预防哺乳动物（包括人类）病毒感染的化合物。这些化合物是寡聚脱氧核糖核酸衍生物，同时提供了一种新的制备这些化合物的方法以及更通用的中间体。活性化合物的一般式（1）如下：##STR1##其中R.sub.1、R.sub.2和R.sub.3是氢原子、烷基、芳基（如定义）和蒽醌基（如定义）；Z是碳或硅；或R.sub.2、R.sub.3和Z共同表示芴基或黄酮基；R.sub.4是氢原子、烷基（如定义）、芳基（如定义）；Y.sub.1、Y.sub.3和Y.sub.4是氧、硫或>NH；Y.sub.2是氧、硫、>NH、烷基或苯基；X是烷基（如定义）；m和n为0到10；B是链长为3到9的寡聚脱氧核糖核酸；或其盐。
• Composition and method for the treatment or prophylaxis of viral
  申请人：Sankyo Company, Limited

  公开号：US05807837A1

  公开（公告）日：1998-09-15

  A composition and method of treatment or prophylaxis of a viral infection in a mammal, such as a human, are provided. The compounds in the composition and which are administered in the method, are oligodeoxyribonucleic acid derivatives of the formula (1): ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are hydrogen atoms, alkyl groups, aryl groups, and anthraquinonyl groups; Z is carbon or silicon; or R.sub.2, R.sub.3 and Z together represent fluorenyl or xanthenyl; R.sub.4 is a hydrogen atom, an alkyl group or an aryl group; Y.sub.1, Y.sub.3 and Y.sub.4 are oxygen, sulfur or >NH; Y.sub.2 is oxygen, sulfur, >NH, alkylene or phenylene; X is an alkylene group; m and n are each 0 to 10; and B is an oligodeoxyribonucleotide of a chain length of 3 to 9, or salts thereof.

  提供了哺乳动物，如人类的病毒感染的组合物和治疗或预防方法。组合物中的化合物以及在方法中被管理的化合物是公式（1）的寡脱氧核糖核酸衍生物：##STR1##其中R.sub.1，R.sub.2和R.sub.3是氢原子，烷基，芳基和蒽醌基；Z是碳或硅；或R.sub.2，R.sub.3和Z一起代表芴基或黄酮基；R.sub.4是氢原子，烷基或芳基；Y.sub.1，Y.sub.3和Y.sub.4是氧，硫或>NH；Y.sub.2是氧，硫，>NH，烷基或苯基；X是烷基；m和n分别为0至10；B是链长为3至9的寡脱氧核糖核酸或其盐。
• Studies on trifluoromethylphosphonamidite analogues as building blocks in oligonucleotide synthesis
  作者：Michael Mayer、Ivar Ugi、Wolfgang Richter

  DOI：10.1016/0040-4039(95)00186-g

  日期：1995.3

  The phosphorylating reagents CF3P(NMe(2))Cl and CF3P(NEt(2))Cl are used to phosphorylate the 3'-hydroxyl moiety of several protected 2'-deoxynucleosides yielding the corresponding nucleoside trifluoromethyl phosphonamidites. Their scope and limitations towards amidite activation are investigated but, however, their behavior is completely different to commonly used nucleoside phosphorus amidites.