3-THPO-苯基硼酸频哪醇酯 | 850568-69-3

• 物质功能分类: 化学试剂 - 有机试剂 - 磺酸/亚磺酸
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 3-THPO-苯基硼酸频哪醇酯
• 中文别名: 3-(四氢-2H-吡喃-2基-氧基)苯硼酸频那醇酯；3-(四氢-2氢-吡喃-2-氧基)苯硼酸频那醇酯；[3-(四氢吡喃-2-基)氧基]苯硼酸
• 英文名称: 2-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]oxy}tetrahydro-2H-pyran
• 英文别名: 4,4,5,5-tetramethyl-2-(3-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane；4,4,5,5-tetramethyl-2-[3-(oxan-2-yloxy)phenyl]-1,3,2-dioxaborolane
• CAS: 850568-69-3
• 化学式: C₁₇H₂₅BO₄
• 分子量: 304.194
• InChiKey: RIOLVUFARFCCCE-UHFFFAOYSA-N

物化性质

• 熔点：
  44-48
• 沸点：
  425.2±40.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.89
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• TSCA：
  No
• 危险等级：
  IRRITANT, KEEP COLD
• 危险品标志：
  Xi
• 海关编码：
  2932999099
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-(Tetrahydropyran-2-yloxy)phenylboronic acid, pinacol ester
Synonyms: 3-(2-Tetrahydro-2H-pyranoxy)phenylboronic acid, pinacol ester; 3-THPO-phenylboronic acid, pina-
col ester

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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: 3-(Tetrahydropyran-2-yloxy)phenylboronic acid, pinacol ester
850568-69-3
CAS number:

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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.
Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Inhalation:
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, refrigerated.

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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
No data
Boiling point:
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C17H25BO4
Molecular weight: 304.2

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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.

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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：

  3-THPO-苯基硼酸频哪醇酯 在 2-双环己基膦-2',6'-二甲氧基联苯 、 (R)-(+)-5,5'-双[二(3,5-二甲苯基)膦]-4,4'-二-1,3-苯并二茂 、 potassium phosphate 、 正丁基锂 、 bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 四丁基氟化铵 、 palladium diacetate 、 4-甲基苯磺酸吡啶 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 62.5h， 生成
  参考文献：
  名称：

  铑催化的[2 + 2 + 2]环加成反应对映合成多环芳烃（PAH）平面手性弯曲环环烷。

  摘要：

  对多环芳烃（PAH）的平面手性环烷的对映选择性合成是第一次通过铑催化的分子内区域和对映选择性[2 + 2 + 2]环系二炔-苯并富勒烯的对映选择性[2 + 2 + 2]环加成反应，然后逐步进行氧化转化。如此合成的具有手性对-叔苯基和9-芴酮核的平面手性弯曲环烷可被转化为具有良好ee的基于9-芴醇的环手烷通过非对映选择性1,2-还原，> 99％的值。这些基于9-芴醇的环烷具有很高的荧光量子产率，显着高于无环参比分子（78-82％比48％）。还检查了弯曲对手性的影响，这表明这些9-芴基平面手性弯曲环烷的电子圆二色性（ECD）的各向异性因子（g abs值）随着系链长度的缩短而增加。

  DOI：

  10.1002/chem.202001450
• 作为产物：
  描述：

  2-苯氧基四氢吡喃 、 异丙醇频哪醇硼酸酯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 17.5h， 以22.7 g的产率得到3-THPO-苯基硼酸频哪醇酯
  参考文献：
  名称：

  铑催化的[2 + 2 + 2]环加成反应对映合成多环芳烃（PAH）平面手性弯曲环环烷。

  摘要：

  对多环芳烃（PAH）的平面手性环烷的对映选择性合成是第一次通过铑催化的分子内区域和对映选择性[2 + 2 + 2]环系二炔-苯并富勒烯的对映选择性[2 + 2 + 2]环加成反应，然后逐步进行氧化转化。如此合成的具有手性对-叔苯基和9-芴酮核的平面手性弯曲环烷可被转化为具有良好ee的基于9-芴醇的环手烷通过非对映选择性1,2-还原，> 99％的值。这些基于9-芴醇的环烷具有很高的荧光量子产率，显着高于无环参比分子（78-82％比48％）。还检查了弯曲对手性的影响，这表明这些9-芴基平面手性弯曲环烷的电子圆二色性（ECD）的各向异性因子（g abs值）随着系链长度的缩短而增加。

  DOI：

  10.1002/chem.202001450

文献信息

• [EN] 4-CARBOXAMIDE INDAZOLE DERIVATIVES USEFUL AS INHIBITORS OF P13-KINASES<br/>[FR] DÉRIVÉS DE 4-CARBOXAMIDE INDAZOLE UTILES EN TANT QU'INHIBITEURS DE P13 KINASES
  申请人：GLAXO GROUP LTD

  公开号：WO2009147187A1

  公开（公告）日：2009-12-10

  The invention is directed to certain novel compounds. Specifically, the invention is directed to compounds of formula (I) and salts thereof. The compounds of the invention are inhibitors of P13-kinase activity.

  这项发明涉及某些新颖的化合物。具体来说，该发明涉及具有式(I)的化合物及其盐。该发明的化合物是P13-激酶活性的抑制剂。
• 4-carboxamide indazole derivatives useful as inhibitors of PI3-kinases
  申请人：GlaxoGroupLimited

  公开号：US08163743B2

  公开（公告）日：2012-04-24

  The invention is directed to certain novel compounds. Specifically, the invention is directed to compounds of formula (I) and salts thereof. The compounds of the invention are inhibitors of P13-kinase activity.

  本发明涉及某些新型化合物。具体来说，本发明涉及公式（I）的化合物及其盐。本发明的化合物是P13-激酶活性的抑制剂。
• 4-CARBOXAMIDE INDAZOLE DERIVATIVES USEFUL AS INHIBITORS OF P13-KINASES
  申请人：Baldwin Ian Robert

  公开号：US20110112070A1

  公开（公告）日：2011-05-12

  The invention is directed to certain novel compounds. Specifically, the invention is directed to compounds of formula (I) and salts thereof. The compounds of the invention are inhibitors of P13-kinase activity.

  本发明涉及某些新颖化合物。具体而言，本发明涉及式(I)化合物及其盐。本发明的化合物是P13-激酶活性抑制剂。
• Enantioselective Synthesis of Polycyclic Aromatic Hydrocarbon (PAH)‐Based Planar Chiral Bent Cyclophanes by Rhodium‐Catalyzed [2+2+2] Cycloaddition
  作者：Yukimasa Aida、Juntaro Nogami、Haruki Sugiyama、Hidehiro Uekusa、Ken Tanaka

  DOI：10.1002/chem.202001450

  日期：2020.10

  The enantioselective synthesis of polycyclic aromatic hydrocarbon (PAH)‐based planar chiral cyclophanes was achieved for the first time by the rhodium‐catalyzed intramolecular regio‐ and enantioselective [2+2+2] cycloaddition of tethered diyne‐benzofulvenes followed by stepwise oxidative transformations. The thus synthesized planar chiral bent cyclophanes, that possess bent p‐terphenyl‐ and 9‐fluorenone‐cores

  对多环芳烃（PAH）的平面手性环烷的对映选择性合成是第一次通过铑催化的分子内区域和对映选择性[2 + 2 + 2]环系二炔-苯并富勒烯的对映选择性[2 + 2 + 2]环加成反应，然后逐步进行氧化转化。如此合成的具有手性对-叔苯基和9-芴酮核的平面手性弯曲环烷可被转化为具有良好ee的基于9-芴醇的环手烷通过非对映选择性1,2-还原，> 99％的值。这些基于9-芴醇的环烷具有很高的荧光量子产率，显着高于无环参比分子（78-82％比48％）。还检查了弯曲对手性的影响，这表明这些9-芴基平面手性弯曲环烷的电子圆二色性（ECD）的各向异性因子（g abs值）随着系链长度的缩短而增加。