1-丁烯硼酸 | 852458-12-9

• 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 - 有机酸及其衍生物 - 硼酸衍生物
• 中文名称: 1-丁烯硼酸
• 英文名称: 1-butenylboronic acid
• 英文别名: But-1-EN-1-ylboronic acid；but-1-enylboronic acid
• CAS: 852458-12-9
• 化学式: C₄H₉BO₂
• 分子量: 99.9253
• InChiKey: KKDBUAXGGKQJNY-UHFFFAOYSA-N

物化性质

• 熔点：
  85-89°C

计算性质

• 辛醇/水分配系数(LogP)：
  -0.04
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Butenylboronic 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: 1-Butenylboronic acid
CAS number: 852458-12-9

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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, under −20◦C.

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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: C4H9BO2
Molecular weight: 99.9

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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：

  1-丁烯硼酸 、 6-氨基-3-溴-2-甲基苯甲酸甲酯 在 四(三苯基膦)钯 cesium fluoride 作用下， 以 甲醇 、 乙二醇二甲醚 为溶剂， 反应 0.08h， 以80%的产率得到
  参考文献：
  名称：

  Lead optimization of methionine aminopeptidase-2 (MetAP2) inhibitors containing sulfonamides of 5,6-disubstituted anthranilic acids

  摘要：

  A series of aryl sulfonamides of 5,6-disubstituted anthranilic acids were identified as potent inhibitors of methionine aminopeptidase-2 (MetAP2). Small alkyl groups and 3-furyl were tolerated at the 5-position of anthranilic acid, while -OCH3, CH3, and Cl were found optimal for the 6-position. Placement of 2-aminoethoxy group at the 6-position enabled interaction with the second Mn2+ but did not result in enhancement in potency. Introduction of a tertiary amino moiety at the ortho-position of the sulfonyl phenyl ring gave reduced protein binding and improved cellular activity, but led to lower oral bioavailability. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.062

文献信息

• Ruthenium-catalysed multicomponent synthesis of the 1,3-dienyl-6-oxy polyketide motif
  作者：Barry M. Trost、James J. Cregg、Christoph Hohn、Wen-Ju Bai、Guoting Zhang、Jacob S. Tracy

  DOI：10.1038/s41557-020-0464-x

  日期：2020.7

  operation and can be used to generate chiral products. The successful development of this methodology relies on the remarkable efficiency of the ruthenium-catalysed alkene–alkyne coupling reaction between readily available vinyl boronic acids and alkynes to provide unsymmetrical 3-boryl-1,4-diene reagents. In the presence of carbonyl compounds, these reagents undergo highly diastereoselective allylations to

  聚酮化合物天然产物是一类重要的生物活性化合物。尽管通过重复应用单一反应类型在重复性聚酮化合物基序的合成方面已取得实质性进展，但合成获得需要多种碳-碳键连接的多种基序仍然是一个挑战。在这里，我们描述了一种催化的多组分方法，用于合成优先的聚酮1，3-二烯基-6-氧基基序。该方法可以形成两个新的碳-碳键和两个立体定义的烯烃。它生成的产品最多包含三个连续的sp 3在一次操作中具有高立体选择性的立体中心，可用于生成手性产物。该方法的成功开发依赖于现成的乙烯基硼酸和炔烃之间钌催化的烯烃-炔烃偶联反应的非凡效率，以提供不对称的3-硼基-1,4-二烯试剂。在羰基化合物存在下，这些试剂会经历高度非对映选择性的烯丙基化反应，以提供所需的1,3-二烯基-6-氧基基序，并能够以快速和不对称的方式合成复杂的聚酮化合物。
• [EN] COMPOSITIONS AND METHODS FOR THE TREATMENT OF BACTERIAL INFECTIONS<br/>[FR] COMPOSÉS ET MÉTHODES POUR LE TRAITEMENT D'INFECTIONS BACTÉRIENNES
  申请人：CIDARA THERAPEUTICS INC

  公开号：WO2017218922A8

  公开（公告）日：2018-03-01