tert-Butyl (4-((triisopropylsilyl)oxy)phenyl)carbamate | 194869-13-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-Butyl (4-((triisopropylsilyl)oxy)phenyl)carbamate
• 英文别名: tert-butyl N-[4-tri(propan-2-yl)silyloxyphenyl]carbamate
• CAS: 194869-13-1
• 化学式: C₂₀H₃₅NO₃Si
• 分子量: 365.588
• InChiKey: UJUTZGKFXIEYFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.59
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-Butyl (4-((triisopropylsilyl)oxy)phenyl)carbamate 在 1,2-二碘乙烷 、 叔丁基锂 作用下， 生成 tert-butyl N-[2-iodo-4-tri(propan-2-yl)silyloxyphenyl]carbamate
  参考文献：
  名称：

  General and Facile Synthesis of Indoles with Oxygen-Bearing Substituents at the Benzene Moiety

  摘要：

  Indoles with oxygen-bearing substituents such as a methoxy or (triisopropylsilyl)oxy group at all of the positions of the benzene moiety were synthesized by cyclization of tert-butyl methoxy(or (triisopropylsilyl)oxy)-2-((trimethylsilyl)ethynyl)phenyl)carba- mates with potassium tert-butoxide in tert-butyl alcohol. The (ethynylphenyl)carbamates were synthesized by the palladium-catalyzed reaction of (trimethylsilyl)acetylene and the corresponding (iodophenyl)carbamates, which were selectively synthesized by directed lithiation of the phenylcarbamates and subsequent iodination.

  DOI：

  10.1021/jo970377w
• 作为产物：
  描述：

  三异丙基氯硅烷 在 咪唑 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 41.0h， 生成 tert-Butyl (4-((triisopropylsilyl)oxy)phenyl)carbamate
  参考文献：
  名称：

  General and Facile Synthesis of Indoles with Oxygen-Bearing Substituents at the Benzene Moiety

  摘要：

  Indoles with oxygen-bearing substituents such as a methoxy or (triisopropylsilyl)oxy group at all of the positions of the benzene moiety were synthesized by cyclization of tert-butyl methoxy(or (triisopropylsilyl)oxy)-2-((trimethylsilyl)ethynyl)phenyl)carba- mates with potassium tert-butoxide in tert-butyl alcohol. The (ethynylphenyl)carbamates were synthesized by the palladium-catalyzed reaction of (trimethylsilyl)acetylene and the corresponding (iodophenyl)carbamates, which were selectively synthesized by directed lithiation of the phenylcarbamates and subsequent iodination.

  DOI：

  10.1021/jo970377w

文献信息

• ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES
  申请人：Universal Display Corporation

  公开号：US20160072082A1

  公开（公告）日：2016-03-10

  Imidazophenanthridine ligands and metal complexes are provided. The compounds exhibit improved stability through a linking substitution that links a nitrogen bonded carbon of an imidizole ring to a carbon on the adjacent fused aryl ring. The compounds may be used in organic light emitting devices, particularly as emissive dopants, providing devices with improved efficiency, stability, and manufacturing. In particular, the compounds provided herein may be used in blue devices having high efficiency.

  提供了咪唑菲啉配体和金属配合物。这些化合物通过连接取代基展现出改善的稳定性，该连接将咪唑环的氮键合碳与相邻融合芳基环上的碳连接起来。这些化合物可以用于有机发光器件，特别是作为发射杂质，为设备提供改善的效率、稳定性和制造工艺。具体来说，本文提供的化合物可以用于具有高效率的蓝色器件。
• Solvent-free <i>N</i>-Boc deprotection by <i>ex situ</i> generation of hydrogen chloride gas
  作者：Rik H. Verschueren、Philippe Gilles、Seger Van Mileghem、Wim M. De Borggraeve

  DOI：10.1039/d1ob00728a

  日期：——

  protecting group is described, using down to near-stoichiometric amounts of hydrogen chloride gas in solvent-free conditions. We demonstrate the ex situ generation of hydrogen chloride gas from sodium chloride and sulfuric acid in a two-chamber reactor, introducing a straightforward method for controlled and stoichiometric release of HCl gas. The solvent-free conditions allow deprotection of a wide variety of

  描述了一种有效、可扩展且可持续的方法，用于在无溶剂条件下使用低至接近化学计量的氯化氢气体对氨基甲酸叔丁酯 ( N -Boc) 保护基团进行定量脱保护。我们展示了在两室反应器中从氯化钠和硫酸异位生成氯化氢气体，介绍了一种用于控制和化学计量释放 HCl 气体的简单方法。无溶剂条件允许对多种N进行脱保护-Boc衍生物以定量产率获得盐酸盐。该程序消除了对任何后处理或纯化步骤的需要，为标准方法提供了一种简单的绿色替代方案。由于无溶剂、无水条件，该方法对酸敏感官能团具有高耐受性，并提供扩展的官能团正交性。
• Identification of a Water-Soluble Indirubin Derivative as Potent Inhibitor of Insulin-like Growth Factor 1 Receptor through Structural Modification of the Parent Natural Molecule
  作者：Xinlai Cheng、Karl-Heinz Merz、Sandra Vatter、Jochen Zeller、Stephan Muehlbeyer、Andrea Thommet、Jochen Christ、Stefan Wölfl、Gerhard Eisenbrand

  DOI：10.1021/acs.jmedchem.7b00324

  日期：2017.6.22

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  靛玉红已被确定为有效的ATP竞争性蛋白激酶抑制剂。已经对5-和3'-位的结构修饰进行了广泛研究，但是对5'-位的取代基的影响尚未得到充分研究。在这里，我们介绍了通过引入基本中心，在寻找水溶性靛玉红中合成新的靛玉红3'和5'衍生物。评估所有化合物在肿瘤细胞中的抗增殖活性以及所选化合物的激酶抑制作用。结果表明3'-位耐受大取代基而不损害活性，而5'-位的本体和刚性取代基似乎是不利的。筛选水溶性3'-肟醚的分子靶标显示6ha是一组22种蛋白激酶和细胞中胰岛素样生长因子1受体（IGF-1R）的优先抑制剂。一致地，6ha抑制了NCI 60细胞系中肿瘤细胞的生长并诱导了细胞凋亡。结果表明5'-位提供了有限的空间用于化学修饰，并将6ha鉴定为有效的水溶性基于靛玉红的IGF-1R抑制剂。
• Practical, environment-benign and atom economic KOAc-catalysed deprotection of aryl TIPS ethers under mild fluoride-free conditions
  作者：Bing Wang、Hui-Xia Sun、Bo Chen、Zhi-Hua Sun

  DOI：10.1039/b905443j

  日期：——

  A KOAc-catalysed, fluoride-free protocol not only effects chemoselective deprotection of phenolic TIPS ethers without affecting acetal, ketal, carbamate, O-acetyl and aliphatic silyl ethers, but also improves its atom economy by recycling the silanol byproduct.

  一种以KOAc为催化剂、无氟的反应程序，不仅能够化学选择性地去保护苯醇TIPS醚，而不影响缩醛、缩酮、氨基甲酸酯、O-乙酰基和脂肪族硅醚，还通过回收硅醇副产物改善了其原子经济性。