4-TBSMS-羟氧甲基苯硼酸 | 162356-89-0

• 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: 4-TBSMS-羟氧甲基苯硼酸
• 中文别名: [4-[[[叔丁基)二甲基硅烷]氧]甲基]苯硼酸；4-TBDMS-羟氧甲基苯硼酸
• 英文名称: (4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)boronic acid
• 英文别名: [4-[[tert-butyl(dimethyl)silyl]oxymethyl]phenyl]boronic acid
• CAS: 162356-89-0
• 化学式: C₁₃H₂₃BO₃Si
• 分子量: 266.22
• InChiKey: UMYBPELCCZPPOD-UHFFFAOYSA-N

物化性质

• 熔点：
  153-155°C
• 沸点：
  356.1±44.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.89
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2931900090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-TBSMS-hydroxymethylphenylboronic acid
Synonyms: 4-TBDMSO-methylphenylboronic 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-TBSMS-hydroxymethylphenylboronic acid
CAS number: 162356-89-0

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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: C13H23BO3Si
Molecular weight: 266.2

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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, sulfur oxides.

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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-TBSMS-羟氧甲基苯硼酸 在 palladium on activated charcoal 盐酸 、 盐酸羟胺 、 氨 、 氢气 、 sodium acetate 、 palladium diacetate 、 sodium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 、 乙酸乙酯 为溶剂， 22.0 ℃ 、1.03 MPa 条件下， 反应 11.5h， 生成 N-[[[4'-(hydroxymethyl)][1,1'-biphenyl]-2-yl]methyl]-N'-methylurea
  参考文献：
  名称：

  聚合不对称合成的生长激素促分泌素

  摘要：

  本文描述了适合大规模制备的生长激素促分泌素（GHS）的收敛性不对称合成。主要特征包括：（1）一种改进的内酰胺α-碘化方法；（2）使用Ti（O i -Pr）4和NaBH 4新颖合成二取代尿素；（3）通过史无前例的Suzuki偶联剂构建联苯脲；（4）苯并内酰胺的原位甲磺酸化/ N-烷基化。

  DOI：

  10.1016/j.tetasy.2003.09.022
• 作为产物：
  描述：

  1-溴-4-叔丁基二甲基硅烷氧甲基苯 在 盐酸 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 水 、 乙酸乙酯 、 甲苯 为溶剂， 反应 3.5h， 生成 4-TBSMS-羟氧甲基苯硼酸
  参考文献：
  名称：

  聚合不对称合成的生长激素促分泌素

  摘要：

  本文描述了适合大规模制备的生长激素促分泌素（GHS）的收敛性不对称合成。主要特征包括：（1）一种改进的内酰胺α-碘化方法；（2）使用Ti（O i -Pr）4和NaBH 4新颖合成二取代尿素；（3）通过史无前例的Suzuki偶联剂构建联苯脲；（4）苯并内酰胺的原位甲磺酸化/ N-烷基化。

  DOI：

  10.1016/j.tetasy.2003.09.022

文献信息

• Macrocyclic MCL-1 inhibitors and methods of use
  申请人：AbbVie Inc.

  公开号：US20190055264A1

  公开（公告）日：2019-02-21

  The present disclosure provides for compounds of Formula (I) wherein A 2 , A 3 , A 4 , A 6 , A 7 , A 8 , A 15 , R A , R 5 , R 9 , R 10A , R 10B , R 11 , R 12 , R 13 , R 14 , R 16 , W, X, and Y have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents for the treatment of diseases and conditions, including cancer. Also provided are pharmaceutical compositions comprising compounds of Formula (I).

  本公开提供了Formula (I)的化合物，其中A2、A3、A4、A6、A7、A8、A15、RA、R5、R9、R10A、R10B、R11、R12、R13、R14、R16、W、X和Y具有规范中定义的任何值，以及其药学上可接受的盐，可用作治疗疾病和病况的药物，包括癌症。还提供了包含Formula (I)化合物的药物组合物。
• Chemoselective One-Pot Synthesis of Functionalized Amino-azaheterocycles Enabled by COware
  作者：Thomas A. Clohessy、Alastair Roberts、Eric S. Manas、Vipulkumar K. Patel、Niall A. Anderson、Allan J. B. Watson

  DOI：10.1021/acs.orglett.7b03214

  日期：2017.12.1

  Functionalized bicyclic amino-azaheterocycles are rapidly accessed in a one-pot cross-coupling/reduction sequence enabled by the use of COware. Incompatible reagents are physically separated in a single reaction vessel to effect two chemoselective transformations—Suzuki–Miyaura cross-coupling and heteroarene reduction. The developed method allows access to novel heterocyclic templates, including semisaturated

  功能化的双环氨基氮杂环化合物可以通过使用COware实现的一锅式交叉偶联/还原序列快速访问。不相容的试剂在一个反应​​容器中进行物理分离，以实现两个化学选择性转化-Suzuki-Miyaura交叉偶联和杂芳烃还原。所开发的方法允许访问新型杂环模板，包括半饱和刺猬和双PI3K / mTOR抑制剂，与不饱和对应物相比，它们显示出增强的理化性质。
• [EN] ANTIBACTERIAL PYRROLOIMIDAZOLONES<br/>[FR] PYRROLOIMIDAZOLONES ANTIBACTÉRIENNES
  申请人：IDORSIA PHARMACEUTICALS LTD

  公开号：WO2019038362A1

  公开（公告）日：2019-02-28

  The invention relates to compounds of formula (I)wherein M represents a 5-membered heterocyclic aromatic ring and A is defined in the description. Further, the use of said compounds as antibacterial agents, especially against Gram-negative microorganismsn as well as methods for manufacturing said compounds are disclosed.

  这项发明涉及式(I)的化合物，其中M代表一个5-成员杂环芳香环，A在描述中有定义。此外，还披露了将这些化合物用作抗菌剂，特别是针对革兰氏阴性微生物，以及制造这些化合物的方法。
• Development of highly selective and sensitive probes for hydrogen peroxideElectronic supplementary information (ESI) available: general methods. See http://www.rsc.org/suppdata/cc/b3/b309393j/
  作者：Lee-Chiang Lo、Chi-Yuan Chu

  DOI：10.1039/b309393j

  日期：——

  Probes that react specifically with hydrogen peroxide to release chromophoric or fluorescent reporter groups were designed and synthesized.

  设计并合成了与过氧化氢发生特异性反应、释放发色团或荧光报告基团的探针。
• A Comparison of Shuttling Mechanisms in Two Constitutionally Isomeric Bistable Rotaxane-Based Sunlight-Powered Nanomotors
  作者：Vincenzo Balzani、Miguel Clemente-León、Alberto Credi、Monica Semeraro、Margherita Venturi、Hsian-Rong Tseng、Sabine Wenger、Sourav Saha、J. Fraser Stoddart

  DOI：10.1071/ch06019

  日期：——

  a tetraarylmethane group T as the second stopper. This Mark II version is identical with BR-I6+ in the Mark I series that works as a sunlight-powered nanomotor (Balzani et al., Proc. Natl. Acad. Sci. USA 2006, 103, 1178), except for the swapping of the two stations A12+ and A22+ along the dumbbell-shaped component, i.e. the Mark I and II bistable rotaxanes are constitutionally isomeric. We have found

  此 Mark II 版本与 Mark I 系列中的 BR-I6+ 相同，可用作太阳能驱动的纳米电机（Balzani 等人，Proc. Natl. Acad. Sci. USA 2006, 103, 1178），除了交换沿着哑铃形组分的两个站 A12+ 和 A22+，即 Mark I 和 II 双稳态轮烷在结构上是异构的。我们发现电子转移光敏剂 P2+ 的并置越接近两个电子受体的更好 (A12+)，即 BR-II6+ 中的情况与 BR-I6+ 中的情况相比导致速率增加 - 因此效率——光致电子转移步骤的效率。然而，背电子转移的速率也增加了。因此，BR-II6+ 在燃油辅助系统中的表现优于 BR-I6+，但在可见光供电时（例如 阳光）单独。相比之下，当穿梭由电化学驱动时，Mark I 和 Mark II 系列中两种双稳态轮烷之间的唯一区别是大环 M 沿相反方向移动。