3,4,5-tris((tert-butyldimethylsilyl)oxy)benzaldehyde | 121056-86-8

• 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: 3,4,5-tris((tert-butyldimethylsilyl)oxy)benzaldehyde
• 英文别名: 3,4,5-Tris[[tert-butyl(dimethyl)silyl]oxy]benzaldehyde
• CAS: 121056-86-8
• 化学式: C₂₅H₄₈O₄Si₃
• 分子量: 496.91
• InChiKey: PSIPUYOTJUFIOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.65
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4,5-tris((tert-butyldimethylsilyl)oxy)benzaldehyde 在 吡啶 、 4-二甲氨基吡啶 、 sodium chlorite 、 2-甲基-2-丁烯 、 氢氟酸 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 叔丁醇 为溶剂， 反应 18.0h， 生成 N-[(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]-3,4,5-trihydroxybenzamide
  参考文献：
  名称：

  Synthesis and antibacterial activity of hydrolytically stable (−)-epicatechin gallate analogues for the modulation of β-lactam resistance in Staphylococcus aureus

  摘要：

  Hydrolytically more stable analogues of (-)-epicatechin gallate (ECg) have been synthesised from ECg where an amine or amide function has been substituted for the ester linkage that joins the C-ring with the galloyl D-ring. Sub-inhibitory concentrations (25 mg/L) of the amide analogue 7, possessing the natural C-3 stereochemistry, were able to reduce the resistance to oxacillin of three strains of methicillin resistant Staphylococcus aureus (BB 568, EMRSA-15 and EMRSA-16) comparable to levels achieved with ECg. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.063
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 咪唑 、 lithium aluminium tetrahydride 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 3,4,5-tris((tert-butyldimethylsilyl)oxy)benzaldehyde
  参考文献：
  名称：

  Synthesis of unprotected (.+-.)-tunichrome An-1, a tunicate blood pigment

  摘要：

  DOI：

  10.1021/ja00198a040

文献信息

• The design, synthesis and biological evaluation of pro-EGCG derivatives as novel anti-vitiligo agents
  作者：Siyu Wang、Rong Jin、Ruiquan Wang、Yongzhou Hu、Xiaowu Dong、Ai e Xu

  DOI：10.1039/c6ra23172a

  日期：——

  A series of prodrugs of EGCG derivatives were designed, synthesized, and the protective effect on melanocytes against H₂O₂-induced cell damage were extensively evaluated, demonstrating the potential application value of them in anti-vitiligo treatment.

  一系列EGCG衍生物的前药被设计、合成，并对其在对抗H₂O₂诱导的黑色素细胞损伤中的保护效果进行了广泛评估，展示了它们在抗白癜风治疗中的潜在应用价值。
• Straightforward Synthesis of Highly Hydroxylated Phloroglucinol-Type 3-Deoxyanthocyanidins
  作者：Stefan Chassaing、Marie Kueny-Stotz、Géraldine Isorez、Raymond Brouillard

  DOI：10.1055/s-2007-977442

  日期：——

  Phloroglucinol-type 3-deoxyanthocyanidins were synthesized through the interaction between phloroglucinol derivatives and arylethynylketones in acetic acid in the presence of aqueous hexafluorophosphoric acid. This methodology was applied to achieve the synthesis of natural apigeninidin, luteolinidin and ­tricetanidin with high yields.

  通过在含水的六氟磷酸存在下，醋酸中根皮酚衍生物与芳基乙炔酮的反应，合成了根皮酚型的3-脱氧花青素。该方法被成功应用于以高产率合成天然产物芹菜素苷、黄芩素苷和三萜苷。
• Catalytic, Enantioselective Vinylogous Mukaiyama Aldol Reaction of Furan-Based Dienoxy Silanes: A Chemodivergent Approach to γ-Valerolactone Flavan-3-ol Metabolites and δ-Lactone Analogues
  作者：Claudio Curti、Nicoletta Brindani、Lucia Battistini、Andrea Sartori、Giorgio Pelosi、Pedro Mena、Furio Brighenti、Franca Zanardi、Daniele Del Rio

  DOI：10.1002/adsc.201500705

  日期：2015.12.14

  a set of hydroxyphenyl γ-valerolactones was achieved starting from 2-silyloxyfuran and alkoxy-substituted benzaldehydes as common precursors. Key synthesis steps included an enantioselective vinylogous Mukaiyama aldol reaction and a Barton–McCombie deoxygenation. Five enantioenriched γ-valerolactone targets were obtained in 5–6 steps, 18–63% overall yields and 82–98 % ee, paving the way for the straightforward

  从2-甲硅烷氧基呋喃和烷氧基取代的苯甲醛作为常见的前体开始，实现了一组羟苯基γ-戊内酯的不对称合成。关键的合成步骤包括对映选择性的乙烯基Mukaiyama aldol反应和Barton-McCombie脱氧反应。通过5–6个步骤获得了5个对映体富集的γ-戊内酯目标，总产率为18–63％，ee为82–98％，这为直接进入此类具有生物有效性且难得的flavan -3-ol代谢物铺平了道路。同时，偶然发现了一种空前的一锅还原环扩展过程，从酚丁醇化物前体产生外消旋的δ-内酯类似物。
• [EN] COMPOSITIONS AND METHODS FOR INHIBITING GROUP II INTRON RNA<br/>[FR] COMPOSITIONS ET MÉTHODES POUR INHIBER DES ARN D'INTRON DE GROUPE II
  申请人：UNIV YALE

  公开号：WO2019147894A1

  公开（公告）日：2019-08-01

  The present invention provides compositions and methods for inhibiting group II intron splicing for treating or preventing a disease or disorder associated with an organism harboring an active group II intron. The present invention also provides compositions and methods for inhibiting group II intron splicing for inhibiting, preventing or reducing growth of an organism harboring an active group II intron.

  本发明提供了用于抑制II类内含子剪接的组合物和方法，用于治疗或预防与携带活跃II类内含子的生物体相关的疾病或紊乱。本发明还提供了用于抑制II类内含子剪接，以抑制、预防或减少携带活跃II类内含子的生物体生长的组合物和方法。
• Intrinsic Charge Carrier Mobilities at Insulator–Semiconductor Interfaces Probed by Microwave-based Techniques: Studies with Liquid Crystalline Organic Semiconductors
  作者：Tsuneaki Sakurai、Yusuke Tsutsui、Wookjin Choi、Shu Seki

  DOI：10.1246/cl.150593

  日期：2015.10.5

  The intrinsic, local-scale hole and electron mobilities at the interface between perylenediimide (PDI)-based liquid crystalline organic semiconductors and insulating polymers were evaluated by field-induced time-resolved microwave conductivity (FI-TRMC). The PDI liquid crystals having alkyl and semifluoroalkyl tails showed ambipolar hole and electron mobilities of 0.2 and 0.3 cm2 V−1 s−1, respectively. In contrast, the PDI having triethylene glycol and semifluoroalkyl tails showed no significant conductivity, suggesting an important role of side chain structures on the charge transport properties. The FI-TRMC technique demonstrated here serves as a powerful tool to screen out the interfacial structure of liquid crystalline semiconductor materials.

  通过场诱导时间分辨微波电导率（FI-TRMC）评估了过二亚胺（PDI）基液晶有机半导体和绝缘聚合物界面上的本征、局部尺度空穴和电子迁移率。具有烷基和半氟烷基尾部的 PDI 液晶显示出分别为 0.2 和 0.3 cm2 V-1 s-1 的极性空穴和电子迁移率。相比之下，具有三乙二醇和半氟烷基尾部的 PDI 没有显示出明显的导电性，这表明侧链结构对电荷传输特性起着重要作用。本文展示的 FI-TRMC 技术是筛选液晶半导体材料界面结构的有力工具。