2-甲氧基-5-甲氧羰基苯硼酸频那醇酯 | 269410-10-8

• 物质功能分类: 化学试剂 - 有机试剂 - 硼酸
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-甲氧基-5-甲氧羰基苯硼酸频那醇酯
• 英文名称: methyl 4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
• CAS: 269410-10-8
• 化学式: C₁₅H₂₁BO₅
• 分子量: 292.14
• InChiKey: BFNCIPMAUSEQIE-UHFFFAOYSA-N

物化性质

• 沸点：
  407.8±35.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.78
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

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: 2-Methoxy-5-methoxycarbonylphenylboronic 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: 2-Methoxy-5-methoxycarbonylphenylboronic acid, pinacol ester
CAS number: 269410-10-8

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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.
Store in closed vessels.
Storage:

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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
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C15H21BO5
Molecular weight: 292.1

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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：

  2-甲氧基-5-甲氧羰基苯硼酸频那醇酯 在 potassium phosphate 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 42.5h， 生成 dictyoterphenyl B
  参考文献：
  名称：

  隔离，合成，和联苯的生物活性和米从三联苯型化合物粘菌蜂窝粘菌

  摘要：

  从多头棒杆菌的子实体中，我们获得了四个芳香族化合物：dictyobiphenyl A（1）和B（2）和dictyoterphenylA（3）和B（4）。合成1 - 4进行确认的结构和获得足够的材料用于生物评估。化合物3是含氮天然的第一示例米-terphenyls，和新颖类型的化合物，如的的隔离3个显示，蜂窝粘菌是有希望在天然产物化学源。此外，双三苯基A（3）显示了癌细胞选择性的抗增殖活性（IC 50 2.3–8.6μM）。

  DOI：

  10.1016/j.tet.2012.08.041
• 作为产物：
  描述：

  3-溴-4-甲氧基苯甲酸 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 硫酸 、 potassium acetate 作用下， 反应 18.0h， 生成 2-甲氧基-5-甲氧羰基苯硼酸频那醇酯
  参考文献：
  名称：

  隔离，合成，和联苯的生物活性和米从三联苯型化合物粘菌蜂窝粘菌

  摘要：

  从多头棒杆菌的子实体中，我们获得了四个芳香族化合物：dictyobiphenyl A（1）和B（2）和dictyoterphenylA（3）和B（4）。合成1 - 4进行确认的结构和获得足够的材料用于生物评估。化合物3是含氮天然的第一示例米-terphenyls，和新颖类型的化合物，如的的隔离3个显示，蜂窝粘菌是有希望在天然产物化学源。此外，双三苯基A（3）显示了癌细胞选择性的抗增殖活性（IC 50 2.3–8.6μM）。

  DOI：

  10.1016/j.tet.2012.08.041

文献信息

• CYCLOALKENYL ARYL DERIVATIVES FOR CETP INHIBITOR
  申请人：Lee SeoHee

  公开号：US20140031335A1

  公开（公告）日：2014-01-30

  The present invention relates to cycloalkenyl aryl derivatives, isomers thereof, pharmaceutically acceptable salts thereof, hydrates thereof, or solvates thereof; a method for preparing the derivatives; and pharmaceutical compositions containing the same. The compounds of the present invention show the effect of CETP activity inhibition. It means that the compounds can increase HDL-cholesterol and decrease LDL-cholesterol.

  本发明涉及环烯基芳基衍生物及其异构体、药学上可接受的盐、水合物或溶剂合物；制备这些衍生物的方法；以及含有这些衍生物的药物组合物。本发明的化合物显示出CETP活性抑制的效果。这意味着这些化合物可以增加HDL-胆固醇并降低LDL-胆固醇。
• Hydroboronation process
  申请人：Commonwealth Scientific and Industrial Research Organisation

  公开号：US06680401B1

  公开（公告）日：2004-01-20

  The invention relates to processes for the synthesis of aryl or alkene borates which comprises reacting: (i) an olefinic compound having a halogen or halogen-like substituent in a vinylic substitution position, or (ii) an aromatic ring having a halogen or halogen-like substituent in a ring substitution position, with a disubstituted monohydroborane in the presence of a Group 8-11 metal catalyst. The invention also relates to the use of these borates in coupling reactions. The invention further relates to certain disubstituted monohydroboranes and aryl or alkene borates.

  该发明涉及合成芳基或烯烃硼酸酯的过程，包括以下反应：(i) 在烯烃化合物中的烯基取代位置具有卤素或类卤素取代基，或者(ii) 在芳香环中的环取代位置具有卤素或类卤素取代基，与二取代单氢硼烷在第8-11族金属催化剂存在下反应。该发明还涉及这些硼酸酯在偶联反应中的应用。该发明还涉及某些二取代单氢硼烷和芳基或烯烃硼酸酯。
• Synthetic Strategies towards Imidazopyridinones and 7‐Azaoxindoles and their Evaluation as Antibacterial Agents
  作者：Fredrik Heen Blindheim、Cecilie Elisabeth Olsen、Caroline Krogh Søgaard、Marit Otterlei、Eirik Sundby、Bård Helge Hoff

  DOI：10.1002/ejoc.202100172

  日期：2021.5.14

  Various synthetic methods and routes have been evaluated to prepare advanced imidazopyridinones and 7‐azaoxindoles. The target molecules were investigated as E. coli thymidylate monophosphate kinase inhibitors. Enzymatic assays showed the imidazopyridinones to be active inhibitors of E. coli thymidylate monophosphate kinase. In contrast the target 7‐azaoxindole demonstrated low activity.

  已评估了各种合成方法和途径来制备高级咪唑并吡啶并酮和7-氮杂新多烯。研究靶分子作为大肠杆菌胸苷酸单磷酸激酶抑制剂。酶促测定表明咪唑并吡啶并酮是大肠杆菌胸苷单磷酸激酶的活性抑制剂。相反，目标7-氮杂恶唑具有较低的活性。
• Extended structure–activity study of thienopyrimidine-based EGFR inhibitors with evaluation of drug-like properties
  作者：Steffen Bugge、Audun Formo Buene、Nathalie Jurisch-Yaksi、Ingri Ullestad Moen、Ellen Martine Skjønsfjell、Eirik Sundby、Bård Helge Hoff

  DOI：10.1016/j.ejmech.2015.11.012

  日期：2016.1

  Thieno[2,3-d]pyrimidines are attractive derivatives for cancer treatment, among others through regulation of the epidermal growth factor receptor tyrosine kinase (EGFR-TK). In an extended SAR study, 44 new compounds of this class have been evaluated as inhibitors, while simultaneously focussing on ADME properties. Through the application of bioisosters, hybrid structures, solubilizing tails, and a combination approach several successful alterations in terms of activity and physiochemical properties were accomplished. Compounds based on benzylamines were found superior to aniline hybrid structures with respect to activity and ADME profile. Exploration of the former class revealed meta- and para amides as favourable 6-aryl substituents, contributing to an increase in activity and acting as a linker for solubilizing tails. Next, combinations of activity-inducing groups on the same scaffold resulted in new drug candidates. Compounds containing 6-aryls with the (2-(dimethylamino)ethyl)carbamoyl substituent were found equipotent to Erlotinib. Compared to this commercial drug, improved solubility and metabolic stability were observed. However, the thieno[2,3-d]pyrimidines with a solubilizing tail was by Caco-2 experiments found to have permeability issues, making further drug development difficult. Selected compounds were further analysed for toxicity and teratogenicity in zebrafish embryos. Two thienopyrimidines were both found to be less lethal than Erlotinib and to perform as well in terms of teratogenicity. Finally, the most promising thienopyrimidine drug was evaluated in a panel of human cancer cell lines, showing a clear potential for thienopyrimidines as anti-cancer agents. (C) 2015 Elsevier Masson SAS. All rights reserved.
• Targeting the Heat Shock Protein 90 Dimer with Dimeric Inhibitors
  作者：Bhaskar Reddy Kusuma、Laura B. Peterson、Huiping Zhao、George Vielhauer、Jeffrey Holzbeierlein、Brian S. J. Blagg

  DOI：10.1021/jm200553w

  日期：2011.9.22

  The design, synthesis, and biological evaluation of conformationally constrained coumermycin Al analogues are reported. Compounds were evaluated against both breast cancer (SKBr3 and MCF7) and prostate cancer (PC3 mm2, A549, and HT29) cell lines. Non-noviosylated coumermycin Al analogues that manifest potent antiproliferative activity resulting from Hsp90 inhibition are provided, wherein replacement of the stereochemically complex noviose sugar with readily available piperidine rings resulted in similar to 100 fold increase in antiproliferative activities as compared to coumermycin Al, producing small molecule Hsp90 inhibitors that exhibit nanomolar activities.