2-(甲氧基甲氧基)苯硼酸 | 115377-93-0

• 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 - 苯酚醚
• 中文名称: 2-(甲氧基甲氧基)苯硼酸
• 英文名称: [2-(methoxymethoxy)phenyl]boronic acid
• 英文别名: 2-(Methoxymethoxy)phenylboronic acid
• CAS: 115377-93-0
• 化学式: C₈H₁₁BO₄
• 分子量: 181.984
• InChiKey: SPJBOWONADYEPF-UHFFFAOYSA-N

物化性质

• 密度：
  1.19

计算性质

• 辛醇/水分配系数(LogP)：
  -0.65
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2931900090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-(Methoxymethoxy)phenylboronic acid
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-(Methoxymethoxy)phenylboronic acid
CAS number: 115377-93-0

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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: C8H11BO4
Molecular weight: 182.0

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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-(甲氧基甲氧基)苯硼酸 在 palladium on activated charcoal 、 四(三苯基膦)钯 四丁基氟化铵 、 氢气 、 sodium cyanoborohydride 、 sodium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 苯 为溶剂， 反应 110.0h， 生成
  参考文献：
  名称：

  Synthesis of Optically Pure 1-(2-Pyridinyl)ethylamine and 4-(2-Pyridinyl)-1,3-oxazolin-2-one

  摘要：

  Several (R)-1-(2-pyridinyl)ethylamines (4) were prepared from (S)-1-(2-pyridinyl)ethanols (L) with complete inversion of the chiral center. Substitution of (S)-1-(2-pyridinyl)ethyl methanesulfonate (2) with sodium azide gave (R)-1-(2pyridinyl)ethyl azide (3) stereospecifically, and reduction of the azide afforded the corresponding amine (4) in good yield. When optically pure 2-silyloxy-1-(2-piridinyl)ethanol was used, 2-silyloxy-1-(2-pyridinyl)ethylamine was obtained, and this was converted to optically pure pyridine-substituted 1,3-oxazolidin-2-one at the 4-position.

  DOI：

  10.3987/com-99-s78
• 作为产物：
  描述：

  1-(甲氧基甲氧基)苯 在 正丁基锂 、 硼酸三异丙酯 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以26 g的产率得到2-(甲氧基甲氧基)苯硼酸
  参考文献：
  名称：

  金属錯体、及びそれを用いたα−オレフィン／（メタ）アクリル酸エステル共重合体の製造方法

  摘要：

  提供具有高分子量和高（甲基）丙烯酸酯含量的共聚物的催化剂。特征在于以下通式（A）所表示的金属络合物。【式中，R9〜R13为氢，表示为通式（B）的取代基（R14和R15可以分别独立地是具有氢或杂原子的碳数1〜6的烃基，也可以相互连接形成环），表示为6〜12碳原子的芳基，亚当曼基，OR2，SR2或N（R2）2。但是，R9〜R13中至少有一个是表示为通式（B）的取代基，6〜12碳原子的芳基，亚当曼基，OR2，SR2或N（R2）2。】【选定图】图1

  公开号：

  JP2019156764A

文献信息

• BRM TARGETING COMPOUNDS AND ASSOCIATED METHODS OF USE
  申请人：Arvinas Operations, Inc.

  公开号：US20190300521A1

  公开（公告）日：2019-10-03

  The present disclosure relates to bifunctional compounds, which find utility as modulators of SMARCA2 or BRM (target protein). In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a ligand that binds to the Von Hippel-Lindau E3 ubiquitin ligase, and on the other end a moiety which binds the target protein, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of target protein. Diseases or disorders that result from aggregation or accumulation of the target protein are treated or prevented with compounds and compositions of the present disclosure.

  本公开涉及双功能化合物，其作为SMARCA2或BRM（靶蛋白）的调节剂具有实用性。具体而言，本公开涉及包含一端结合Von Hippel-Lindau E3泛素连接酶的配体，另一端结合靶蛋白的双功能化合物，使得靶蛋白与泛素连接酶靠近以实现靶蛋白的降解（和抑制）。本公开展示了与靶蛋白降解/抑制相关的广泛药理活性。本公开的化合物和组合物用于治疗或预防由靶蛋白聚集或积累导致的疾病或紊乱。
• Gold-Catalyzed Asymmetric Thioallylation of Propiolates via Charge-Induced Thio-Claisen Rearrangement
  作者：Hanbyul Kim、Jiwon Jang、Seunghoon Shin

  DOI：10.1021/jacs.0c09783

  日期：2020.12.9

  A gold(I)-catalyzed enantioselective thioallylation of propiolates with allyl sulfides is described. The key mechanistic element is a sulfonium-induced Claisen rearrangement which helps minimize the allyl dissociation and render higher enantioselectivity. This protocol features remarkable scope of the allyl moiety, allowing enantiocontrolled synthesis of all-carbon quaternary centers, and exhibits

  描述了金 (I) 催化的丙炔酸酯与烯丙基硫化物的对映选择性硫代烯丙基化。关键的机制元素是锍诱导的克莱森重排，这有助于最大限度地减少烯丙基离解并提供更高的对映选择性。该协议具有显着的烯丙基部分范围，允许全碳四元中心的对映控制合成，并与许多路易斯碱和 π 键表现出卓越的官能团兼容性。Claisen 重排的这种分子间变体同时形成 CS 和 CC 键，为获得有趣的光学活性有机硫化合物提供了有效的途径，这些化合物可以通过乙烯基硫化物作为功能手柄进一步转化。对于烯丙基硫化物，反应速率为零级，这表明可逆抑制，为催化剂提供静止状态。哈米特图显示了与 σp 值的相关性，表明限制周转的 σ 重排，其中硫上电子密度的降低加速了重排。
• Polymerization of<b><i>t</i></b>-Butyl Vinyl Ether Mediated by an Aluminum Lewis Acid–TrF System and Its Complex Structure–Tacticity Correlation
  作者：Masataka Oishi、Hisashi Yamamoto

  DOI：10.1246/bcsj.74.1445

  日期：2001.8

  A variety of aluminum (aryloxide)s were used with triphenylmethyl fluoride (TrF) initiator for the isoselective cationic polymerization of t-butyl vinyl ether. This contribution discusses the relationship between polymer tacticity and counteranion structure, which changed according to the bulkiness, strength and chirality of the Lewis acid combined with TrF so as to make the ionic pair more interactive

  多种铝（芳基氧化物）与三苯甲基氟（TrF）引发剂一起用于叔丁基乙烯基醚的等选择性阳离子聚合。该贡献讨论了聚合物立构规整度与抗衡阴离子结构之间的关系，其根据与 TrF 结合的路易斯酸的体积、强度和手性而变化，从而使离子对在聚合过程中更具相互作用。新开发的有机铝活化剂 15 和 22 的 mm = 55-57%，与非手性铝化合物相比，mm 增加了 10% 以上。
• Synthesis of unsymmetrical biaryl ketones via palladium-catalyzed carbonylative cross-coupling reaction of arylboronic acids with iodoarenes
  作者：Tatsuo Ishiyama、Hiroe Kizaki、Norio Miyaura、Akira Suzuki

  DOI：10.1016/s0040-4039(00)60409-4

  日期：1993.11

  The cross-coupling reaction between arylboronic acids, carbon monoxide (1 atm), and aryl iodides in the presence of palladium catalyst and base provided unsymmetrical biaryl ketones in high yields. The choice of a suitable base and solvent was essential to achieve selective formation of the unsymmetrical biaryl ketone without a biaryl by-product.

  在钯催化剂和碱的存在下，芳基硼酸，一氧化碳（1个大气压）和芳基碘化物之间的交叉偶联反应可以高收率提供不对称的联芳基酮。选择合适的碱和溶剂对于实现选择性形成不对称的联芳基酮而没有联芳基副产物是必不可少的。
• Aryl[2.2]paracyclophane-Based Chiral Regioisomeric Analogs of Salicyl Aldehyde: Novel Sources for Construction of Phenoxy-Imine Ligands
  作者：Roman P. Zhuravsky、Tatiana I. Danilova、Dmitrii Yu. Antonov、Elena V. Sergeeva、Zoya A. Starikova、Ivan A. Godovikov、Michail M. Il'in、Valeria I. Rozenberg

  DOI：10.1002/ijch.201100096

  日期：2012.2

  Efficient procedures for the resolution of the racemic hydroxy aldehydes into enantiomers via Schiff bases with enantiomers of α‐phenylethyl amine were elaborated, and the absolute configurations of enantiomers were established on the basis of X‐ray analysis of diastereomeric imines. Starting from these chiral hydroxy aldehydes the first representatives of bi‐, tri‐, and tetradentate phenoxy‐imine ligands

  高效，高产率的两种新型区域异构水杨醛类似物，4-甲酰基-13-（2-羟基苯基）-[2.2]对环环糊精和4-甲酰基-12-（2-羟基苯基）-[2.2]对环环糊精（iso ‐FHPhPC和伪‐FHPhPC描述了分别基于芳基[2.2]对环环烷骨架构建的。骨架形成的关键阶段是对环烷酰基卤化物与芳基硼酸的Suzuki交叉偶联。阐述了通过席夫碱与α-苯乙胺对映体将外消旋羟基醛拆分为对映异构体的有效方法，并根据非对映异构亚胺的X射线分析建立了对映体的绝对构型。从这些手性羟基醛开始，获得了属于芳基[2.2]对环环烷族的双齿，三齿和四齿苯氧基亚胺配体的第一个代表。在Et 2 Zn与醛的不对称加成中测试了配体的诱导能力。