Einecs 275-463-7 | 71459-54-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷酸
• 英文名称: Einecs 275-463-7
• 英文别名: [(2R,3S,5R)-2-[[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-(4-chlorophenoxy)phosphoryl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] benzoate
• CAS: 71459-54-6
• 化学式: C₅₄H₅₂ClN₄O₁₅P
• 分子量: 1063.45
• InChiKey: CNUAPUHCMDFZMT-ZLSMBSIHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  75
• 可旋转键数：
  20
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  216
• 氢给体数：
  2
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  p-chlorophenyl 5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl phosphonate 在 N-甲基咪唑 、 碘 作用下， 生成 Einecs 275-463-7
  参考文献：
  名称：

  ³¹P NMR Studies on Oxidative Transformations of Aryl Nucleoside H-Phosphonate Diesters

  摘要：

  Various aspects of oxidative coupling of nucleoside aryl H-phosphonate diesters with nucleosides to produce important synthetic intermediates in the phosphotriester approach to oligonucleotide synthesis, dinucleoside aryl phosphotriesters, was investigated.

  DOI：

  10.1080/15257779908041625

文献信息

• Rapid synthesis of oligodeoxynucleotides by using N-methylimidazole as a condensation catalyst. Syntheses of dodecanucleotides corresponding to complementary deoxyribonucleic acid of the tetrapeptide fragments of cholecystokinin-pancreozymin and vasoactive intestinal peptide.
  作者：TOSHIAKI WAKABAYASHI、SHINRO TACHIBANA

  DOI：10.1248/cpb.30.3951

  日期：——

  It has been found that N-methylimidazole (MeIm) activates stable condensing reagents such as 2, 4, 6-triisopropylbenzenesulfonyl-4-nitroimidazolide (TPSNI) and mesitylenesulfonyl-4-nitroimidazolide (MSNI). Fully protected trinucleotides which could serve as key intermediates were synthesized by using MeIm and TPSNI or MSNI. These trinucleotides were utilized in the syntheses of the dodecamers, dCATCCACCCCAT and dAGCCATCTGCTT, which correspond to the specific tetrapeptides of cholecystokininpancreozymin and vasoactive intestinal peptide.

  研究发现，N-甲基咪唑（MeIm）能够活化稳定的缩合剂，如2,4,6-三异丙基苯磺酰基-4-硝基咪唑化锂（TPSNI）和间三甲苯磺酰基-4-硝基咪唑化锂（MSNI）。通过使用MeIm和TPSNI或MSNI，合成了全保护的三核苷酸，这些三核苷酸可作为关键中间体。这些三核苷酸被用于合成十二聚体，dCATCCACCCCAT和dAGCCATCTGCTT，它们分别对应于胆囊收缩素-胰酶素和血管活性肠肽的特异性四肽序列。
• 6-N-1 Trobenzotriazol-1-Yloxytris(Dimethylamino)Phosphonium Hexafluorophosphate (NBOP): A New Coupling Reagent in Oligonucleotide Synthesis
  作者：S. A. Nadeem Hashmi、M. Adiraj、Anil Kumar、S. B. Katti

  DOI：10.1080/15257779408011879

  日期：1994.6

  6-Nitrobenzotriazol-1-yloxytris(dimethylamino) phosphonium hexafluorophosphate (NBOP, 2) has been demonstrated as an efficient coupling reagent in oligonucleotide synthesis. The reagent is stable and gives high coupling yields without any side products.
• ³¹P NMR Studies on Oxidative Transformations of Aryl Nucleoside H-Phosphonate Diesters
  作者：Annika Kers、Inger Kers、Jacek Cieslak、Adam Kraszewski、Jacek Stawinski

  DOI：10.1080/15257779908041625

  日期：1999.4

  Various aspects of oxidative coupling of nucleoside aryl H-phosphonate diesters with nucleosides to produce important synthetic intermediates in the phosphotriester approach to oligonucleotide synthesis, dinucleoside aryl phosphotriesters, was investigated.