4-(2-羧基乙基)苯硼酸频那醇酯 | 797755-11-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 中文名称: 4-(2-羧基乙基)苯硼酸频那醇酯
• 中文别名: 4-(2-羧乙基)苯基硼酸,频哪醇酯
• 英文名称: 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoic acid
• 英文别名: 3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propanoic acid
• CAS: 797755-11-4
• 化学式: C₁₅H₂₁BO₄
• 分子量: 276.14
• InChiKey: FGPXTVKFNUWYEQ-UHFFFAOYSA-N

物化性质

• 沸点：
  410.9±28.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  20
• 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：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

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：
  H315,H319,H335
• 储存条件：
  2-8°C，干燥

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(2-Carboxyethyl)phenylboronic acid, pinacol ester
Synonyms: 3-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoic acid

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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: 4-(2-Carboxyethyl)phenylboronic acid, pinacol ester
CAS number: 797755-11-4

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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, refrigerated.
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: C15H21BO4
Molecular weight: 276.1

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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：

  4-(2-羧基乙基)苯硼酸频那醇酯 在 四(三苯基膦)钯 、 potassium carbonate 、 magnesium chloride 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 、 乙腈 、 叔丁醇 为溶剂， 反应 34.0h， 生成 15-[4-(2-(tert-butoxycarbonyl)ethyl)phenyl]-3,13-bis(ethoxycarbonyl)-2,12-diethyl-8,8,18,18-tetramethylbacteriochlorin
  参考文献：
  名称：

  Polarity-tunable and wavelength-tunable bacteriochlorins bearing a single carboxylic acid or NHS ester. Use in a protein bioconjugation model system

  摘要：

  10种新的近红外吸收的细菌叶绿素类化合物（可溶于水性或膜性介质）已经准备好用于蛋白质生物共轭。

  DOI：

  10.1039/c4nj01340a
• 作为产物：
  描述：

  4-乙烯苯硼酸频那醇酯 、 potassium formate 在 4DPAIPN 、 硫代水杨酸甲酯 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以67%的产率得到4-(2-羧基乙基)苯硼酸频那醇酯
  参考文献：
  名称：

  通过硫醇催化的甲酸跨活化烯烃的光诱导加氢羧化

  摘要：

  在此，我们公开了一种从甲酸盐和烯烃制备羧酸的新光化学方法。这种氧化还原中性的加氢羧化反应在多种功能化烯烃底物上以高产率进行，具有优异的区域选择性。这种操作简单的程序可以很容易地在低光催化剂负载（0.01% 光催化剂）下批量缩放。此外，这种新反应可以利用市售的甲酸盐碳同位素来直接合成同位素标记的羧酸。机理研究支持涉及硫醇催化自由基链过程的工作模型，其中来自甲酸盐的原子通过CO 2 •–作为关键的反应中间体传递穿过烯烃底物。

  DOI：

  10.1021/jacs.1c07562

文献信息

• Comprehensive structure-activity-relationship of azaindoles as highly potent FLT3 inhibitors
  作者：Sebastian H. Grimm、Berend Gagestein、Jordi F. Keijzer、Nora Liu、Ruud H. Wijdeven、Eelke B. Lenselink、Adriaan W. Tuin、Adrianus M.C.H. van den Nieuwendijk、Gerard J.P. van Westen、Constant A.A. van Boeckel、Herman S. Overkleeft、Jacques Neefjes、Mario van der Stelt

  DOI：10.1016/j.bmc.2019.01.006

  日期：2019.3

  Acute myeloid leukemia (AML) is characterized by fast progression and low survival rates, in which Fms-like tyrosine kinase 3 (FLT3) receptor mutations have been identified as a driver mutation in cancer progression in a subgroup of AML patients. Clinical trials have shown emergence of drug resistant mutants, emphasizing the ongoing need for new chemical matter to enable the treatment of this disease

  急性髓细胞性白血病（AML）的特征是进展快，生存率低，其中已将Fms样酪氨酸激酶3（FLT3）受体突变确定为AML患者亚组中癌症进展的驱动程序突变。临床试验已显示出耐药突变体的出现，强调了对新化学物质的持续需求，以使该疾病得以治疗。在这里，我们介绍了已知的PKA抑制剂异喹啉磺酰胺H-89作为FLT3抑制剂的类似物的发现和拓扑结构-活性关系（SAR）研究。令人惊讶地，我们发现SAR与在PKA中观察到的H-89的结合模式不一致。匹配的分子对分析导致鉴定出高活性的亚纳摩尔氮杂吲哚作为新型的FLT3抑制剂。
• [EN] PROTEIN TYROSINE PHOSPHATASE DEGRADERS AND METHODS OF USE THEREOF<br/>[FR] AGENTS DE DÉGRADATION DE PROTÉINE TYROSINE PHOSPHATASE ET LEURS MÉTHODES D'UTILISATION
  申请人：CALICO LIFE SCIENCES LLC

  公开号：WO2021127586A1

  公开（公告）日：2021-06-24

  Provided herein are compounds, compositions, and methods useful for degrading protein tyrosine phosphatase, e.g., protein tyrosine phosphatase non-receptor type 2 (PTPN2) and/or protein tyrosine phosphatase non-receptor type 1 (PTPN1), and for treating related diseases favorably responsive to PTPN1 or PTPN2 inhibitor treatment, e.g., a cancer 5 or a metabolic disease.

  本文提供了一些有用于降解蛋白酪氨酸磷酸酶的化合物、组合物和方法，例如蛋白酪氨酸磷酸酶非受体型2（PTPN2）和/或蛋白酪氨酸磷酸酶非受体型1（PTPN1），以及用于治疗对PTPN1或PTPN2抑制剂治疗有良好反应的相关疾病，例如癌症或代谢性疾病。
• (3-oxo)pyridazin-4-ylurea derivatives as PDE4 inhibitors
  申请人：Almirall, S.A.

  公开号：EP2196465A1

  公开（公告）日：2010-06-16

  New (3-oxo)pyridazin-4-ylurea derivatives having the chemcial structure of formula (I) are disclosed; as well as process for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of the phosphodiesterase IV (PDE4).

  揭示了具有化学结构式（I）的新（3-氧代）吡啶并嘧啶-4-基脲衍生物；以及它们的制备方法，包含它们的药物组合物以及它们作为磷酸二酯酶IV（PDE4）抑制剂在治疗中的用途。
• PQS-enabled visible-light iridium photoredox catalysis in water at room temperature
  作者：Mei-jie Bu、Chun Cai、Fabrice Gallou、Bruce H. Lipshutz

  DOI：10.1039/c7gc03866f

  日期：——

  An amphoteric PQS-attached photocatalyst has been prepared that undergoes self-aggregation in water into nanomicelles. This covalently bound species enables Ir-based photoredox catalysis to be conducted in the absence of additives or co-solvents. Representative reactions are described using this new catalytic system, which require no additional investment of external energy in the form of heating or

  已经制备了两性附有PQS的光催化剂，该光催化剂在水中自聚集成纳米胶束。该共价键结合的物质使得在不存在添加剂或助溶剂的情况下能够进行基于Ir的光氧化还原催化。使用这种新的催化系统描述了代表性的反应，该催化系统不需要以加热或冷却的形式额外投资外部能源。整个含水反应混合物易于进行瓶内再循环，因此代表了可持续的贵金属技术。
• Photoredox Activation of Formate Salts: Hydrocarboxylation of Alkenes via Carboxyl Group Transfer
  作者：Yan Huang、Jing Hou、Le-Wu Zhan、Qian Zhang、Wan-Ying Tang、Bin-Dong Li

  DOI：10.1021/acscatal.1c04684

  日期：2021.12.17

  reagent, a wide range of alkenes can be converted into acid products via a carboxyl group transfer strategy in an additive-free fashion. Mechanistic studies revealed that radical anion species (CO2•– and carbon radical anions derived from the reduction of alkenes) are key intermediates of the transformation. This method has the advantages of high catalytic efficiency and a simple catalytic system, which

  开发了用于羧化的甲酸盐的光氧化还原活化模式。使用甲酸盐作为还原剂、羰基源和氢原子转移试剂，可以通过羧基转移策略以无添加剂的方式将各种烯烃转化为酸性产物。机理研究表明自由基阴离子物质（CO 2 •–和来自烯烃还原的碳自由基阴离子）是转化的关键中间体。该方法具有催化效率高、催化体系简单等优点，有望成为一种有前景的工业应用策略。