3-((tert-butyldimethylsilyl)oxy)phenol | 161006-18-4

• 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-((tert-butyldimethylsilyl)oxy)phenol
• 英文别名: Phenol, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-；3-[tert-butyl(dimethyl)silyl]oxyphenol
• CAS: 161006-18-4
• 化学式: C₁₂H₂₀O₂Si
• 分子量: 224.375
• InChiKey: WNTUMICETVLAST-UHFFFAOYSA-N

物化性质

• 沸点：
  267.2±23.0 °C(Predicted)
• 密度：
  0.974±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.78
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P280,P305+P351+P338+P310
• 危险品运输编号：
  1759
• 危险性描述：
  H318

反应信息

• 作为反应物：
  描述：

  3-((tert-butyldimethylsilyl)oxy)phenol 在 溴 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以82%的产率得到2-Bromo-5-[tert-butyl(dimethyl)silyl]oxyphenol
  参考文献：
  名称：

  Total synthesis of the 2-arylbenzo[b]furan-containing natural products from Artocarpus

  摘要：

  In this study, 2-arylbenzo[b]furan-containing derivatives moracin C (1) and moracin M (4), the natural products from Artocarpus, have been synthesized in highest overall yield to date (1, 7 steps with an overall yield of 41.9%; 4, 6 steps with an overall yield of 56.3%), and we also report the first total synthesis of artoindonesianin B-1 (2), another member of this family, in the same route (8 steps with an overall yield of 11.3%). This discovery provides a concise route for preparing enough amounts of 1, 2, and 4 as well as 2-arylbenzo[b]furan-containing natural product-like analogs (71-74) to explore the biological potential. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.05.093
• 作为产物：
  描述：

  (3-benzyloxy-phenoxy)-tert-butyl-dimethyl-silane 在 五甲基苯 、 三氯化硼 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以87%的产率得到3-((tert-butyldimethylsilyl)oxy)phenol
  参考文献：
  名称：

  Mild Debenzylation of Aryl Benzyl Ether with BCl₃ in the Presence of Pentamethylbenzene as a Non-Lewis-Basic Cation Scavenger

  摘要：

  Scope and limitations of the debenzylation conditions for aryl benzyl ether, which was developed during our synthetic studies on yatakemycin, were investigated. The chemoselective debenzylation proceeds at low temperature with a combination of BCl(3) and pentamethylbenzene as a cation scavenger in the presence of various functional groups.

  DOI：

  10.1055/s-2008-1077980

文献信息

• BROMODOMAIN INHIBITORS FOR TREATING DISEASE
  申请人：Board of Regents, The University of Texas System

  公开号：US20160060260A1

  公开（公告）日：2016-03-03

  Disclosed herein are compounds and compositions useful in the treatment of bromodomain-containing protein-mediated diseases, such as cancer, having the structure of Formula I: Methods of inhibiting activity of a bromodomain-containing protein in a human or animal subject are also provided.

  本文披露了一种在治疗溴结构域含蛋白介导的疾病（如癌症）中有用的化合物和组合物，其具有Formula I的结构： 还提供了一种抑制人类或动物主体中溴结构域含蛋白活性的方法。
• Arylsilane oxidation—new routes to hydroxylated aromatics
  作者：Sonia Bracegirdle、Edward A. Anderson

  DOI：10.1039/b924135c

  日期：——

  An efficient route to hydroxylated aromatics has been developed, via the oxidation of aryl organosilanes under functional group-tolerant and relatively mild conditions, using sub-stoichiometric amounts of fluoride promoters.

  一种高效合成羟基化芳香族化合物的方法已被开发出来，通过在具有官能团耐受性和相对温和的条件下，使用亚化学计量的氟化物促进剂进行芳基有机硅烷的氧化反应。
• Gold-Catalyzed Deoxygenative Nazarov Cyclization of 2,4-Dien-1-als for Stereoselective Synthesis of Highly Substituted Cyclopentenes
  作者：Chung-Chang Lin、Tse-Min Teng、Chung-Chih Tsai、Hsin-Yi Liao、Rai-Shung Liu

  DOI：10.1021/ja806415t

  日期：2008.12.3

  annulation products reveals evidence for the participation of Nazarov cyclization. This deoxygenative cyclization is extensible to a tandem intramolecular cyclization/nucleophilic addition cascade, giving polycyclic carbo- or oxacyclic compounds with controlled stereochemistry. This new gold catalysis is applied to a short synthesis of natural compounds of the brazilane family, including brazilane, O-trimethyl-

  用烯丙基硅烷和 PPh(3)AuSbF(6) (3 mol %) 处理 2,4-dien-1-als 导致形成 1,4-双（烯丙基）环戊烯基产物；根据催化剂筛选，这种金催化剂优于常用的路易斯酸。这种金催化的脱氧环化反应与各种基于氧、胺、硫、氢和碳的亲核试剂相容。2,4-dien-1-als 与富电子烯烃和芳烃的多种环化证明了这种新催化的价值，提供了对复杂环戊烯骨架的轻松访问。环化产物的结构分析揭示了 Nazarov 环化参与的证据。这种脱氧环化可扩展为串联的分子内环化/亲核加成级联，得到具有受控立体化学的多环碳或氧杂环化合物。这种新的金催化应用于巴西烷家族天然化合物的短程合成，包括巴西烷、O-三甲基巴西烷和 O-四甲基巴西烷。
• Novel 1,2-Dithiins: Synthesis, Molecular Modeling Studies, and Antifungal Activity
  作者：Donald E. Bierer、Jeffrey M. Dener、Larisa G. Dubenko、R. Eric Gerber、Joane Litvak、Stefan Peterli、Patricia Peterli-Roth、Thien V. Truong、Guohua Mao、Barr E. Bauer

  DOI：10.1021/jm00014a016

  日期：1995.7

  evaluated as antifungal agents. A new and versatile synthesis of dithiins 1d and 1e is reported which is amenable to scale-up at the kilogram level. The novelty of the process derives from the use of beta-mercaptopropionitrile as the thiophile, relying on a beta-elimination strategy and subsequent oxidation to create the 1,2-dithiin ring. Optimal geometries of dithiins 1d, 18i, and 45 and model dithiin

  本文报道了涉及1,2-二硫氨酸类化合物（1,2-二硫代环己二烯）的第一项结构活性研究。从双硫辛素1d和1e合成了一系列的3,6-二取代的1,2-二硫辛素，并作为抗真菌剂进行了评估。据报道，一种新的，多功能的二硫辛素1d和1e合成方法可以在千克水平上扩大规模。该方法的新颖性源于使用β-巯基丙腈作为亲硫试剂，它依赖于β-消除策略和随后的氧化作用以生成1,2-二硫辛环。通过分子力学和Hartree-Fock分子轨道计算确定了dithiins 1d，18i和45和模型dithiin 61的最佳几何形状。为1提供了两种可能的作用机制
• SECONDARY AMINES AS THERAPEUTIC AGENTS
  申请人：Allergan, Inc.

  公开号：US20150175567A1

  公开（公告）日：2015-06-25

  Compounds such as those represented by Formulas 1-6 can be used in topical liquids, creams, or other dosage forms such as solids, for reducing intraocular pressure, treating glaucoma, growing hair, or other medical uses.

  像公式1-6所代表的化合物可以用于局部液体、乳霜或其他剂型，如固体，用于降低眼压、治疗青光眼、促进头发生长或其他医疗用途。