5,6-二氢-2H-吡喃-3-羧酸 | 100313-48-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 中文名称: 5,6-二氢-2H-吡喃-3-羧酸
• 英文名称: 5,6-dihydro-2H-pyran-3-carboxylic acid
• 英文别名: 3,6-dihydro-2H-pyran-5-carboxylic acid
• CAS: 100313-48-2
• 化学式: C₆H₈O₃
• mdl: MFCD11007815
• 分子量: 128.128
• InChiKey: KZYJYFKCCFWQQU-UHFFFAOYSA-N

物化性质

• 沸点：
  275℃
• 密度：
  1.268
• 闪点：
  121℃

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2932999099

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5,6-Dihydro-2h-pyran-3-carboxylic 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: 5,6-Dihydro-2h-pyran-3-carboxylic acid
CAS number: 100313-48-2

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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: C6H8O3
Molecular weight: 128.1

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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：

  5,6-二氢-2H-吡喃-3-羧酸 在 C₅₆H₇₂IrNOP⁽¹⁺⁾*C₃₂H₁₂BF₂₄^(1-) 、 氢气 、 caesium carbonate 作用下， 以 甲醇 为溶剂， 60.0 ℃ 、607.99 kPa 条件下， 反应 12.0h， 以95%的产率得到(R)-tetrahydro-2H-pyran-3-carboxylic acid
  参考文献：
  名称：

  铱催化不饱和杂环酸的对映选择性加氢

  摘要：

  螺旋结合：一种高度对映选择性的不饱和杂环羧酸的加氢已经通过使用手性铱/ spirophosphino恶唑啉催化剂开发（参见方案; BAR ˚F - =四[3,5-双（三氟甲基）苯基]硼酸盐，的Boc =叔丁氧羰基） 。该反应提供了制备具有优异对映选择性的旋光杂环酸的有效方法。

  DOI：

  10.1002/anie.201301341
• 作为产物：
  描述：

  5,6-二氢-2H-吡喃-3-甲醛 在 silver nitrate 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以70%的产率得到5,6-二氢-2H-吡喃-3-羧酸
  参考文献：
  名称：

  铱催化不饱和杂环酸的对映选择性加氢

  摘要：

  螺旋结合：一种高度对映选择性的不饱和杂环羧酸的加氢已经通过使用手性铱/ spirophosphino恶唑啉催化剂开发（参见方案; BAR ˚F - =四[3,5-双（三氟甲基）苯基]硼酸盐，的Boc =叔丁氧羰基） 。该反应提供了制备具有优异对映选择性的旋光杂环酸的有效方法。

  DOI：

  10.1002/anie.201301341

文献信息

• [EN] COMBINATIONS OF HEPATITIS C VIRUS INHIBITORS<br/>[FR] ASSOCIATIONS D'INHIBITEURS DU VIRUS DE L'HÉPATITE C
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2015005901A1

  公开（公告）日：2015-01-15

  The present disclosure is generally directed to antiviral compounds, and more specifically directed to combinations of compounds which can inhibit the function of the NS5A protein encoded by Hepatitis C virus (HCV), compositions comprising such combinations, and methods for inhibiting the function of the NS5A protein.

  本公开涉及抗病毒化合物，更具体地涉及能够抑制由丙型肝炎病毒（HCV）编码的NS5A蛋白功能的化合物组合，包括这种组合的组合物，以及抑制NS5A蛋白功能的方法。
• Hepatitis C Virus Inhibitors
  申请人：Bristol-Myers Squibb Company

  公开号：US20150023913A1

  公开（公告）日：2015-01-22

  The present disclosure is generally directed to antiviral compounds, and more specifically directed to combinations of compounds which can inhibit the function of the NS5A protein encoded by Hepatitis C virus (HCV), compositions comprising such combinations, and methods for inhibiting the function of the NS5A protein.

  本公开涉及抗病毒化合物，更具体地涉及能够抑制由丙型肝炎病毒（HCV）编码的NS5A蛋白功能的化合物组合，包括这种组合的组成物，以及抑制NS5A蛋白功能的方法。
• The enantioselective hydrogenation of 5,6-dihydro-2H-pyran-3-carboxylic acid over a cinchona alkaloid-modified palladium catalyst: asymmetric synthesis of a cockroach attractant
  作者：Kornél Szőri、György Szőllősi、Mihály Bartók

  DOI：10.1039/b808694j

  日期：——

  A novel application of a cinchona-modified supported Pd catalyst is presented. The key step in the asymmetric synthesis of the cockroach attractant methyl (+)-tetrahydro-2H-pyran-3-carboxylate was the enantioselective hydrogenation of 5,6-dihydro-2H-pyran-3-carboxylic acid over 5% Pd/Al2O3 modified by cinchonidine, which afforded the saturated product in up to 89% optical purity.

  金鸡纳修饰的负载型钯的新应用 催化剂被表达。蟑螂引诱剂不对称合成的关键步骤（+）-四氢-2 H-吡喃-3-羧酸甲酯 是对映体的氢化 5,6-二氢-2 H-吡喃-3-羧酸5％以上的Pd / Al 2 O 3被改性辛可尼定，可提供高达89％的光学纯度的饱和产物。
• Cu-Catalyzed C–H Alkenylation of Benzoic Acid and Acrylic Acid Derivatives with Vinyl Boronates
  作者：Jian-Jun Li、Cheng-Gang Wang、Jin-Feng Yu、Peng Wang、Jin-Quan Yu

  DOI：10.1021/acs.orglett.0c01469

  日期：2020.6.19

  An efficient Cu-catalyzed C–H alkenylation with acyclic and cyclic vinyl boronates was realized for the first time under mild conditions. The scope of the vinyl borons and the compatibility with functional groups including heterocycles are superior than Pd-catalyzed C–H coupling with vinyl borons, providing a reliable access to multisubstituted alkenes and dienes. Subsequent hydrogenation of the product

  在温和条件下，首次实现了具有无环和环状硼酸乙烯基酯的高效Cu催化的CH链烯基化。乙烯基硼的范围以及与包括杂环在内的官能团的相容性均优于Pd催化的CH-H与乙烯基硼的偶联，为多取代烯烃和二烯的可靠获得提供了条件。随后从内部乙烯基硼中氢化产物将导致仲烷基的安装。
• [EN] HETEROCYLCOALKENYL DERIVATIVES USEFUL AS AGONISTS OF THE GPR120 AND / OR GPR40<br/>[FR] DÉRIVÉS HÉTÉROCYLCOALCÉNYLE UTILES EN TANT QU'AGONISTES DU GPR120 ET/OU GPR40
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2019171278A1

  公开（公告）日：2019-09-12

  The present invention is directed to heterocycloalkenyl derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the GPR120 and / or GPR40 receptors. 5 More particularly, the compounds of the present invention are agonists of GPR120 and / or GPR40, useful in the treatment of, for example, obesity, Type II Diabetes Mellitus, dyslipidemia, etc.

  本发明涉及杂环烯基衍生物，包含它们的药物组合物以及它们在治疗由GPR120和/或GPR40受体调节的疾病和症状中的应用。更具体地说，本发明的化合物是GPR120和/或GPR40的激动剂，在治疗肥胖、2型糖尿病、血脂异常等方面具有用处。