tris(trimethylsilyl)cyanurate | 60739-94-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: tris(trimethylsilyl)cyanurate
• 英文别名: Tris-trimethylsilyl-cyanurat；2,4,6-Tris[(trimethylsilyl)oxy]-1,3,5-triazine；[4,6-bis(trimethylsilyloxy)-1,3,5-triazin-2-yl]oxy-trimethylsilane
• CAS: 60739-94-8
• 化学式: C₁₂H₂₇N₃O₃Si₃
• 分子量: 345.621
• InChiKey: CDEJXYZNMLUNBS-UHFFFAOYSA-N

物化性质

• 熔点：
  102-103 °C
• 沸点：
  350.3±25.0 °C(Predicted)
• 密度：
  0.994±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.51
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  66.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (氯亚甲基)二甲基氯化铵 、 tris(trimethylsilyl)cyanurate 在 氯化锑(V) 作用下， 生成 4-(Dimethylamino)-1-oxa-3-azabutatrienium hexachloroantimonate
  参考文献：
  名称：

  The reaction of 2,4,6-tris(trimethylsiloxy)-1,3,5-triazine with chlorocarbenium ions: a new access to 1-oxa-3-azabutatrienium and 2-azaallenium salts

  摘要：

  DOI：

  10.1016/s0040-4020(01)82103-7
• 作为产物：
  描述：

  三甲基氯硅烷 、 氰尿酸 以 various solvent(s) 为溶剂， 反应 6.0h， 以95%的产率得到tris(trimethylsilyl)cyanurate
  参考文献：
  名称：

  Synthesis of unnatural sugar nucleotides and their evaluation as donor substrates in glycosyltransferase-catalyzed reactions

  摘要：

  New unnatural sugar nucleotides, UDP-Fuc and CDP-Fuc were synthesized from fucose-beta-1-phosphate and nucleotide monophosphates activated as morpholidates. Furthermore, a nucleotide analogue was prepared by phosphorylation of 1-(beta-D-ribofuranosyl)cyan uric acid, itself obtained as a protected derivative by condensation of the persilylated derivative of cyanuric acid with 1-O-acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose in 74% yield. This phosphate activated according to the same procedure was condensed with fucose-beta-1-phosphate, affording a new sugar nucleotide conjugate (NDP-Fuc) which was evaluated together with UDP-Fuc, CDP-Fuc and ADP-Fuc, as facose donors in alpha-(1-->4/3)-fucosyltransferase (FucT-III) catalyzed reaction. Fucose transfer could be observed with each of the donors and kinetic parameters were determined using a fluorescent acceptor substrate. Efficiency of the four analogues towards FucT-III was in the following order: UDP-Fuc = ADP-Fuc > NDP-Fuc > CDP-Fuc.According to the same strategy ADP-GlcNAc was prepared from AMP-morpholidate and N-acetylglucosamine-alpha-1-phosphate; tested as a glucosaminyl donor towards Neisseria meningitidis N-acetylglucosaminyl transferase (LgtA), ADP-GlcNAc was recognized with 0.1% efficiency as compared with UDP-GlcNAc, the natural donor substrate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2004.09.002
• 作为试剂：
  描述：

  4,4'-二甲氧基二苯甲酮 、 双(对氯苯基)二氯甲烷 在 氯化锑(V) 、 tris(trimethylsilyl)cyanurate 作用下， 生成 1,1-bis(4-chlorophenyl)-3,3-bis(4-methoxyphenyl)-2-azaallenium hexachloroantimonate
  参考文献：
  名称：

  The reaction of 2,4,6-tris(trimethylsiloxy)-1,3,5-triazine with chlorocarbenium ions: a new access to 1-oxa-3-azabutatrienium and 2-azaallenium salts

  摘要：

  DOI：

  10.1016/s0040-4020(01)82103-7

文献信息

• Stereocontrolled Syntheses of Deoxyribonucleosides via Photoinduced Electron-Transfer Deoxygenation of Benzoyl-Protected Ribo- and Arabinonucleosides
  作者：Zhiwei Wang、Daniel R. Prudhomme、Jason R. Buck、Minnie Park、Carmelo J. Rizzo

  DOI：10.1021/jo0003652

  日期：2000.9.1

  arabinose, and xylose glycosylation precursors were synthesized bearing C2-esters capable of directing Vorbrüggen glycosylation. The key step is the regioselective deoxygenation of the desired hydroxyl group as either the benzoyl- or 3-(trifluoromethyl)benzoyl derivative. This deoxygenation is accomplished via a photoinduced electron-transfer (PET) mechanism using carbazole derivatives as the photosensitizer

  描述了β2'-脱氧-，α2'-脱氧-，β3'-脱氧-和β2'，3'-脱氧核糖核苷的立体控制的从头合成。合成了具有战略指导意义的受保护的核糖，阿拉伯糖和木糖糖基化前体，它们带有能够指导Vorbrüggen糖基化的C2-酯。关键步骤是所需羟基作为苯甲酰基-或3-（三氟甲基）苯甲酰基衍生物的区域选择性脱氧。该脱氧是通过使用咔唑衍生物作为光敏剂的光诱导电子转移（PET）机制完成的。所需脱氧核苷的合成通常从一个容易获得的常见前体分三步进行。
• Synthesis of Pyrimidines and Triazines in Ice: Implications for the Prebiotic Chemistry of Nucleobases
  作者：César Menor-Salván、Dra. Marta Ruiz-Bermejo、Marcelo I. Guzmán、Susana Osuna-Esteban、Sabino Veintemillas-Verdaguer

  DOI：10.1002/chem.200802656

  日期：2009.4.20

  nucleobases: Freeze–thaw cycles in urea (1) solutions under methane/nitrogen atmospheres lead, with application of an energy source, to the synthesis of pyrimidines (mainly cytosine (2) and uracil (3)), triazines (such as cyanuric acid (4)), and adenine. This synthesis appears to be dependent on the atmosphere and the freezing conditions. At room temperature, hydantoin (5) is obtained. However, a freezing

  从尿素到核碱基：在甲烷/氮气气氛下，尿素（1）溶液中的冻融循环导致在施加能源的情况下合成嘧啶（主要是胞嘧啶（2）和尿嘧啶（3）），三嗪（如如氰尿酸（4））和腺嘌呤。该合成似乎取决于大气和冻结条件。在室温下，得到乙内酰脲（5）。但是，在惰性气氛下经受能量源作用的冷冻尿素/水系统会生成s-三嗪。
• The Unexpected Base‐Pairing Behavior of Cyanuric Acid in RNA and Ribose versus Cyanuric Acid Induced Helicene Assembly of Nucleic Acids: Implications for the Pre‐RNA Paradigm
  作者：Brooke A. Anderson、Kévin Fauché、Suneesh C. Karunakaran、Jayasudhan R. Yerabolu、Nicholas V. Hud、Ramanarayanan Krishnamurthy

  DOI：10.1002/chem.202004397

  日期：2021.2.24

  which has implications for novel paradigms for reorganizing the structures of nucleic acids, the synthesis of long helicenes, and pre‐RNA world paradigms. The results caution against extrapolating the self‐assembly behavior of individual heterocycles from the level of monomers to oligomers because the base‐paring properties of (non‐)canonical nucleobases are impacted by the type of oligomeric backbone

  氰尿酸（CA）杂环与腺嘌呤的核碱基/核苷和寡核苷酸形成超分子结构，导致人们猜测它们可以充当RNA的先行者。在本文中，研究了含有CA和CA-核糖核苷的RNA的组装行为。与以前的报道相反，RNA中的CA和CA-核糖核苷导致超分子组装的不稳定，从而导致CA-腺嘌呤六聚体花环结构的重新评估。提出了前所未有的非共价超分子螺旋结构，以解释行为上的显着差异，这对重组核酸结构的新范式，长螺旋的合成以及RNA前世界范式具有重要意义。
• Reaction of vanadocene dichloride with organosilicon derivatives of cyanuric acid and pyrimidine
  作者：A. S. Gordetsov、S. V. Zimina、L. B. Loginova、A. V. Piskunov

  DOI：10.1134/s1070363214070354

  日期：2014.7

  but does not enter directly the reaction with the corresponding organosilicon, organo-germanium or organotin derivatives of isocyanuric acid [4]. At the same time tris(η-cyclopentadienylvanadium) isocyanurate was prepared by the reaction of tris(tributylstannyl) isocyanurate with Сp2VСl, and bis(η-cyclopentadienylvanadium) diallyl isocyanurate was prepared by the reaction of Сp2VСl and Сp2V with silver

  已知钒二烯 (Сp2V) 与有机硅、有机锗和异氰脲酸二烯丙酯 (DAIC) 的有机锡衍生物反应生成双 (η 环戊二烯基钒) 二烯丙基异氰脲酸酯。X射线衍射分析表明，钒二烯片段通过氮原子与三嗪环相连[1-3]。钒二烯也被证明能够与三酰基异氰脲酸酯反应，形成异氰脲酸三（η-环戊二烯基钒），但不直接进入与异氰脲酸的相应有机硅、有机锗或有机锡衍生物的反应[4]。同时通过三(三丁基甲锡烷基)异氰脲酸酯与Сp2VСl反应制备三(η-环戊二烯基钒)异氰脲酸酯，双（η-环戊二烯基钒）二烯丙基异氰脲酸酯通过Сp2VСl和Сp2V与银、铯、铷和其他DAIC盐反应制备[4, 5]。因此，评估 Сp2VСl2、Сp2VСl 和 Сp2V 相对于 symm-三嗪的相同有机元素衍生物的相对化学活性具有特别的意义。
• Synthesis, spectroscopic characterization, and X-ray crystal structure of tris(trimethylsilyl)cyanurate
  作者：Nadia E.A. El-Gamel、Joerg Brand、Edwin Kroke

  DOI：10.1080/00958970802499372

  日期：2009.4.20

  Tris(trimethylsilyl)cyanurate, C12H27N3O3Si3 (1), has been synthesized and characterized by elemental analysis, IR, Raman, 13C and 29Si NMR, and thermogravimetric methods. The molecular and crystal structure has been determined by single crystal X-ray diffraction. This compound crystallized in space group P63/m (176), Z = 2 with a = 11.017(2), b = 11.017(2), c = 9.676(3) Å; α = 90°, β = 90°, γ = 120°

  三（三甲基甲硅烷基）氰脲酸酯，C12H27N3O3Si3 (1)，已合成并通过元素分析、IR、拉曼、13C 和 29Si NMR 以及热重方法表征。分子和晶体结构已通过单晶 X 射线衍射确定。该化合物在空间群 P63/m (176) 中结晶，Z = 2，a = 11.017(2)，b = 11.017(2)，c = 9.676(3) Å；α = 90°，β = 90°，γ = 120°。分子的几何形状与三（三甲基甲硅烷基）氰尿酸进行了比较。