1-苄基哌啶-2-羧酸 | 21319-53-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 1-苄基哌啶-2-羧酸
• 中文别名: N-苄基-2-哌啶甲酸；1-苄哌啶-2-羧酸；1-苄哌啶-2-羧酸HCLH2O
• 英文名称: N-benzyl-pipecolic acid
• 英文别名: 1-benzylpiperidin-1-ium-2-carboxylate
• CAS: 21319-53-9
• 化学式: C₁₃H₁₇NO₂
• mdl: MFCD00756921
• 分子量: 219.283
• InChiKey: FEUCBQVXYVZGCM-UHFFFAOYSA-N

物化性质

• 熔点：
  77-79 °C
• 沸点：
  358.6±35.0 °C(Predicted)
• 密度：
  1.165±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090
• 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: 1-Benzylpiperidine-2-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: 1-Benzylpiperidine-2-carboxylic acid
CAS number: 21319-53-9

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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.
Store in closed vessels.
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: C13H17NO2
Molecular weight: 219.3

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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, nitrogen 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：

  1-苄基哌啶-2-羧酸 在 PPA 作用下， 以77%的产率得到1,3,4,11a-tetrahydro-2H-benzo[b]quinolizin-11(6H)-one
  参考文献：
  名称：

  Benzoquinolizidine and benzoindolizidine derivatives and therapeutic uses thereof

  摘要：

  本文提供了苯并[b]喹啉和苯并[f]吲哚啉衍生物，它们可用于治疗阿尔茨海默病、老年性痴呆或其他以记忆丧失为特征的疾病。本文还提供了含有这些化合物的药物组合物以及它们的使用方法。

  公开号：

  US06436954B1
• 作为产物：
  描述：

  六氢吡啶-alpha-羧酸 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-苄基哌啶-2-羧酸
  参考文献：
  名称：

  胡椒酸N-氧化物及其相关衍生物的高度立体选择性形成

  摘要：

  胡椒酸的N-烷基化衍生物显示出高度立体选择性的氧化作用，得到稳定的叔胺N-氧化物。与它们的脯氨酸类似物相比，酯衍生物显示出高度的稳定性。

  DOI：

  10.1016/s0040-4039(97)01258-6

文献信息

• [EN] HETEROCYCLIC UREA COMPOUNDS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES D'URÉE
  申请人：BIOTA EUROPE LTD

  公开号：WO2013091011A1

  公开（公告）日：2013-06-27

  The present invention provides a compound of the following formula, racemates, enantiomers and salts thereof. Also provided is the use of these compounds as antibacterials, compositions comprising them and processes for their manufacture.

  本发明提供了以下式的化合物，它们的外消旋体、对映体和盐。还提供了这些化合物作为抗菌剂的用途，包括它们的组合物和制造过程。
• Photoredox activation of carbon dioxide for amino acid synthesis in continuous flow
  作者：Hyowon Seo、Matthew H. Katcher、Timothy F. Jamison

  DOI：10.1038/nchem.2690

  日期：2017.5

  accessed via photoredox catalysis could provide new reactivity under milder conditions. Here we demonstrate the direct coupling of CO2 and amines via the single-electron reduction of CO2 for the photoredox-catalysed continuous flow synthesis of α-amino acids. By leveraging the advantages of utilizing gases and photochemistry in flow, a commercially available organic photoredox catalyst effects the selective

  尽管二氧化碳（CO 2）非常丰富，但其低反应性限制了其在化学合成中的使用。特别是，形成碳-碳键的方法通常依赖于CO 2活化的双电子机理，并且需要高度活化的反应伙伴。或者，通过光氧化还原催化作用进入的自由基途径可在较温和的条件下提供新的反应性。在这里，我们通过单电子还原CO 2证明了CO 2和胺的直接偶联用于光氧化还原催化的α-氨基酸的连续流合成。通过利用在流动中利用气体和光化学的优点，可商购的有机光氧化还原催化剂实现了带有各种官能团和杂环的胺的选择性α-羧化。初步的机理研究支持通过单电子途径激活CO 2活化和形成碳-碳键，我们希望这种策略将激发在有机合成中使用这种原料化学物的新观点。
• Copper-catalyzed aerobic decarboxylative coupling between cyclic α-amino acids and diverse C–H nucleophiles with low catalyst loading
  作者：Jing Guo、Ying Xie、Qiao-Lei Wu、Wen-Tian Zeng、Albert S. C. Chan、Jiang Weng、Gui Lu

  DOI：10.1039/c8ra02340a

  日期：——

  An aerobic decarboxylative cross-coupling of α-amino acids with diverse C–H nucleophiles has been realized using Cu2(OH)2CO3 (1 mol%) as the catalyst under air. This protocol enables highly efficient formation of various C(sp3)–C(sp3), C(sp3)–C(sp2) and C(sp3)–C(sp) bonds under simple conditions without the use of any ligand or extra oxidant, providing a practical approach to numerous nitrogen-containing

  使用Cu 2 (OH) 2 CO 3 (1 mol%)作为催化剂在空气下实现了α-氨基酸与多种C-H亲核试剂的需氧脱羧交叉偶联。该协议能够在简单的条件下高效形成各种 C(sp 3 )–C(sp 3 )、C(sp 3 )–C(sp 2 ) 和 C(sp 3 )–C(sp) 键，而无需使用任何配体或额外的氧化剂，为许多含氮化合物提供了一种实用的方法，产率从良好到极好。克级实验和 Rad51 抑制剂的三步合成也证明了效率和实用性。
• Recyclable Copper-Catalyzed Decarboxylative C–C Coupling of the sp3-Hybridized Carbon Atoms of α-Amino Acids
  作者：Ruonan Zhao、Jianying Li、Bin Huang、Mingzhong Cai

  DOI：10.1007/s10562-022-03936-1

  日期：2023.1

  A highly efficient heterogeneous copper(I)-catalyzed decarboxylative C–C coupling of α-amino acids with various carbon nucleophiles has been developed that proceeds smoothly in toluene at 110 °C by using an 2-aminoethylamino-modified SBA-15-supported copper(I) bromide complex as the catalyst and di-tert-butyl peroxide as the oxidant and provides a novel and practical approach for the synthesis of diverse

  通过使用 2-氨基乙基氨基修饰的 SBA-15 负载的铜，开发了一种高效的多相铜（I）催化的α-氨基酸与各种碳亲核试剂的脱羧 C-C 偶联，该偶联在 110 °C 的甲苯中顺利进行(I)以溴化物络合物为催化剂，过氧化二叔丁基为氧化剂，为高收率合成多种炔丙胺类、吲哚基吡咯烷类、哌啶类、β-硝基胺类化合物提供了一种新颖实用的方法。新型非均相铜（I）催化剂可以通过简单的程序从商业上容易获得且廉价的试剂中轻松制备，并且表现出比均相 CuBr / TMEDA 体系略高的催化活性并且可以循环至少 8 次而没有任何明显的损失催化效率。 图形概要 以 SBA-15 负载的溴化铜 (I) 配合物为催化剂，开发了一种可回收的铜 (I) 催化的 α-氨基酸与各种碳亲核试剂的脱羧 C-C 偶联，提供了一种新颖实用的方法各种炔丙胺、吲哚基吡咯烷和哌啶以及β-硝基胺的合成。
• Heterocyclic Compounds Which Modulate The CB2 Receptor
  申请人：Bartolozzi Alessandra

  公开号：US20110312944A1

  公开（公告）日：2011-12-22

  Compounds which modulate the CB2 receptor are disclosed. Compounds according to the invention bind to and are agonists of the CB2 receptor, and are useful for treating inflammation. Those compounds which are agonists are additionally useful for treating pain.

  本发明揭示了调节CB2受体的化合物。根据本发明，这些化合物与CB2受体结合并作为激动剂，用于治疗炎症。那些作为激动剂的化合物还可用于治疗疼痛。