3-(苄氧基)苯硼酸频那醇酯 | 765908-38-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 3-(苄氧基)苯硼酸频那醇酯
• 中文别名: 2-(3-苄氧基苯基)-4,4,5,5-四甲基-1,3,2-二噁硼烷
• 英文名称: 3-benzyloxyphenylboronic acid pinacol ester
• 英文别名: 2-(3-(benzyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane；4,4,5,5-tetramethyl-2-(3-phenylmethoxyphenyl)-1,3,2-dioxaborolane
• CAS: 765908-38-1
• 化学式: C₁₉H₂₃BO₃
• 分子量: 310.201
• InChiKey: CMBBWFXLHUITFS-UHFFFAOYSA-N

物化性质

• 熔点：
  58-62 °C(lit.)
• 沸点：
  434.9±28.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Benzyloxyphenylboronic acid, pinacol ester
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 3-Benzyloxyphenylboronic acid, pinacol ester
CAS number: 765908-38-1

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Storage: Store in closed vessels, refrigerated.

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C19H23BO3
Molecular weight: 310.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-(苄氧基)苯硼酸频那醇酯 在 盐酸 、 polystyrene boronic acid 作用下， 以 乙腈 为溶剂， 以95%的产率得到3-苄氧基苯硼酸
  参考文献：
  名称：

  Deprotection of pinacolyl boronate esters by transesterification with polystyrene–boronic acid

  摘要：

  Mild deprotection of pinacolyl boronate esters to the corresponding boronic acids was achieved in the presence of excess polystyrene-boronic acid via a transesterification process. The procedure allows for the cleavage of pinacolyl boronate esters in the presence of sensitive functional groups. Crown Copyright (C) 2004 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.07.014
• 作为产物：
  描述：

  溴甲苯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 丙酮 为溶剂， 反应 5.0h， 生成 3-(苄氧基)苯硼酸频那醇酯
  参考文献：
  名称：

  [EN] FUROPYRIDINES AS BROMODOMAIN INHIBITORS
  [FR] FUROPYRIDINES UTILISÉES EN TANT QU'INHIBITEURS DE BROMODOMAINE

  摘要：

  本发明涉及新化合物，含有这种化合物的药物组合物，以及它们在治疗中的应用。

  公开号：

  WO2014140077A1

文献信息

• Compositions for oxidatively dyeing keratin fibers and methods for using such compositions
  申请人：Lim Mu'Ill

  公开号：US20070209123A1

  公开（公告）日：2007-09-13

  Compositions for dyeing keratin fibers comprise (a) at least one keratin dyeing compound selected from aromatic systems which comprise at least one boronic acid or boronic ester moiety and which are capable of forming upon oxidation a nucleophile or an electrophile, (b) at least one additional keratin dyeing compound selected from the group consisting of auxiliary developers and auxiliary couplers, and (c) a cosmetically suitable medium. Methods for oxidatively dyeing keratin fibers comprise the steps of applying such compositions in the presence of an oxidizing agent and rinsing the hair. A hair coloring product in kit form comprises a first separately packaged container comprising a composition as described above and a second separately packaged container comprising an oxidizing agent.

  用于染色的组合物包括：(a)至少一种选自含有至少一个硼酸或硼酸酯基团的芳香族系统的角蛋白染料化合物，这些化合物在氧化时能够形成亲核物或亲电子物；(b)至少一种额外的角蛋白染料化合物，选自辅助显色剂和辅助偶联剂的组合；(c)一种化妆品适用的介质。氧化染角蛋白纤维的方法包括在氧化剂存在下应用这样的组合物，并冲洗头发。一种套装形式的头发染色产品包括一个第一独立包装容器，其中包含上述描述的组合物，以及一个第二独立包装容器，其中包含氧化剂。
• Palladium(0)-Mediated Rapid Methylation and Fluoromethylation on Carbon Frameworks by Reacting Methyl and Fluoromethyl Iodide with Aryl and Alkenyl Boronic Acid Esters: Useful for the Synthesis of [¹¹C]CH₃C- and [¹⁸F]FCH₂C-Containing PET Tracers (PET=Positron Emission Tomography)
  作者：Hisashi Doi、Ikuya Ban、Akihito Nonoyama、Kengo Sumi、Chunxiang Kuang、Takamitsu Hosoya、Hideo Tsukada、Masaaki Suzuki

  DOI：10.1002/chem.200801974

  日期：2009.4.14

  methylation and fluoromethylation on aryl and alkenyl frameworks by using methyl and fluoromethyl iodide with an organoboronic acid ester has been developed under the simple and mild conditions of [Pd2(dba)3]/P(o‐CH3C6H4)3/K2CO3 (dba= dibenzylideneacetone) in DMF at 60 °C for 5 min (see scheme). This boron protocol provides a firm chemical basis for the synthesis of 11C‐ and 18F‐incorporated PET tracers.

  在简单温和的 [Pd 2 (dba) 3 ]/P( o ‐CH )条件下，开发了一种新的合成方法，利用甲基和氟甲基碘与有机硼酸酯在芳基和烯基骨架上进行快速甲基化和氟甲基化3 C 6 H 4 ) 3 /K 2 CO 3 (dba=二亚苄基丙酮)在DMF中在60°C下5分钟(参见方案)。该硼方案为合成11 C 和18 F 的 PET 示踪剂提供了坚实的化学基础。
• THERAPEUTIC COMPOUNDS
  申请人：Gilead Sciences, Inc.

  公开号：US20130281433A1

  公开（公告）日：2013-10-24

  Compounds disclosed herein including compounds of formula I′: and salts thereof are provided. Pharmaceutical compositions comprising compounds disclosed herein, processes for preparing compounds disclosed herein, intermediates useful for preparing compounds disclosed herein and therapeutic methods for treating an HIV infection using compounds disclosed herein are also provided.

  本文披露的化合物包括公式I′的化合物及其盐。还提供了包含本文披露的化合物的药物组合物、制备本文披露的化合物的方法、用于制备本文披露的化合物的中间体以及使用本文披露的化合物治疗HIV感染的治疗方法。
• Metallo-β-lactamase inhibitory activity of phthalic acid derivatives
  作者：Yukiko Hiraiwa、Akihiro Morinaka、Takayoshi Fukushima、Toshiaki Kudo

  DOI：10.1016/j.bmcl.2009.07.018

  日期：2009.9

  4-Butyl-3-methylphthalic acid was recognized as a metallo-β-lactamase inhibitor. The structure–activity relationship study of substituted phthalic acids afforded 3-phenylphthalic acid derivatives as potent IMP-1 inhibitors. On the other hand, 3-substituted with 4-hydroxyphenyl phthalic acid derivative displayed a potent combination effect with biapenem (BIPM) against Pseudomonas aeruginosa that produce

  4-丁基-3-甲基邻苯二甲酸被认为是金属β-内酰胺酶抑制剂。取代邻苯二甲酸的结构-活性关系研究提供了3-苯基邻苯二甲酸衍生物作为有效的IMP-1抑制剂。另一方面，用4-羟基苯基邻苯二甲酸衍生物进行的3-取代显示出与比安培南（BIPM）对产生IMP-1的铜绿假单胞菌的有效组合作用。
• Fragment-Based Discovery of a Selective and Cell-Active Benzodiazepinone CBP/EP300 Bromodomain Inhibitor (CPI-637)
  作者：Alexander M. Taylor、Alexandre Côté、Michael C. Hewitt、Richard Pastor、Yves Leblanc、Christopher G. Nasveschuk、F. Anthony Romero、Terry D. Crawford、Nico Cantone、Hariharan Jayaram、Jeremy Setser、Jeremy Murray、Maureen H. Beresini、Gladys de Leon Boenig、Zhongguo Chen、Andrew R. Conery、Richard T. Cummings、Leslie A. Dakin、E. Megan Flynn、Oscar W. Huang、Susan Kaufman、Patricia J. Keller、James R. Kiefer、Tommy Lai、Yingjie Li、Jiangpeng Liao、Wenfeng Liu、Henry Lu、Eneida Pardo、Vickie Tsui、Jian Wang、Yongyun Wang、Zhaowu Xu、Fen Yan、Dong Yu、Laura Zawadzke、Xiaoqin Zhu、Xiaoyu Zhu、Robert J. Sims、Andrea G. Cochran、Steve Bellon、James E. Audia、Steven Magnuson、Brian K. Albrecht

  DOI：10.1021/acsmedchemlett.6b00075

  日期：2016.5.12

  bromodomain-containing transcription coactivators involved in numerous cellular pathways relevant to oncology. As part of our effort to explore the potential therapeutic implications of selectively targeting bromodomains, we set out to identify a CBP/EP300 bromodomain inhibitor that was potent both in vitro and in cellular target engagement assays and was selective over the other members of the bromodomain family. Reported

  CBP 和 EP300 是高度同源的、含有溴结构域的转录共激活剂，参与与肿瘤学相关的许多细胞途径。作为探索选择性靶向布罗莫结构域潜在治疗意义的努力的一部分，我们着手鉴定一种 CBP/EP300 布罗莫结构域抑制剂，该抑制剂在体外和细胞靶标结合测定中均有效，并且比布罗莫结构域家族的其他成员具有选择性。这里报道了一系列 CBP/EP300 溴结构域的细胞有效和选择性探针，源自片段筛选命中 4-甲基-1,3,4,5-四氢-2H-苯并[b][1,4]地西平-2-一。