Cas no 68471-58-9 (benzyl 3,4-dihydro-2H-pyridine-1-carboxylate)

Benzyl 3,4-dihydro-2H-pyridine-1-carboxylate is a versatile intermediate in organic synthesis, particularly valued for its role in constructing nitrogen-containing heterocycles. The benzyl ester group enhances stability and facilitates selective deprotection under mild conditions, making it suitable for multi-step synthetic routes. Its partially saturated pyridine core offers reactivity for further functionalization, including hydrogenation or electrophilic substitution. This compound is commonly employed in pharmaceutical and agrochemical research for scaffold diversification. Its well-defined reactivity profile and compatibility with a range of reaction conditions make it a practical choice for medicinal chemistry applications. Proper handling under inert atmospheres is recommended due to potential sensitivity to oxidation.
benzyl 3,4-dihydro-2H-pyridine-1-carboxylate structure
68471-58-9 structure
Product Name:benzyl 3,4-dihydro-2H-pyridine-1-carboxylate
CAS No:68471-58-9
MF:C13H15NO2
MW:217.263703584671
MDL:MFCD10566328
CID:970803
PubChem ID:329765430
Update Time:2025-11-02

benzyl 3,4-dihydro-2H-pyridine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 3,4-Dihydro-1(2H)-pyridinecarboxylic Acid Phenylmethyl Ester
    • N-(Benzyloxycarbonyl)-1,2,3,4-tetrahydropyridine
    • benzyl 3,4-dihydro-2H-pyridine-1-carboxylate
    • 1-Z-3,4-dihydro-2H-pyridine
    • Benzyl 3,4-dihydropyridine-1(2H)-carboxylate
    • 1-Cbz-3,4-dihydro-2H-pyridine
    • N-BENZYLOXYCARBONYL-1,2,3,4-TETRAHYDROPYRIDINE
    • LLRZWESXFFNSKX-UHFFFAOYSA-N
    • TRA0044387
    • SY067081
    • X2962
    • 1-benzyloxycarbo
    • AS-39599
    • MFCD10566328
    • CS-W014814
    • 3,4-Dihydro-2H-pyridine-1-carboxylic acid benzyl ester
    • N-(Benzyloxycarbonyl)-1,2,3,4-tetrahydropyridine, 97%
    • FT-0667006
    • A867037
    • AKOS027320543
    • Benzyl3,4-dihydropyridine-1(2H)-carboxylate
    • 1-benzyloxycarbonyl-1,2,3,4-tetrahydropyridine
    • 1(2H)-Pyridinecarboxylic acid, 3,4-dihydro-, phenylmethyl ester
    • DTXSID00576114
    • SCHEMBL8317405
    • 68471-58-9
    • DB-371179
    • XH0505
    • MDL: MFCD10566328
    • Inchi: 1S/C13H15NO2/c15-13(14-9-5-2-6-10-14)16-11-12-7-3-1-4-8-12/h1,3-5,7-9H,2,6,10-11H2
    • InChI Key: LLRZWESXFFNSKX-UHFFFAOYSA-N
    • SMILES: O(CC1C=CC=CC=1)C(N1C=CCCC1)=O

Computed Properties

  • Exact Mass: 217.11000
  • Monoisotopic Mass: 217.110278721g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 257
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 29.5
  • XLogP3: 2.4

Experimental Properties

  • Density: 1.123?g/mL?at 25?°C
  • Melting Point: NA
  • Boiling Point: 347.7±35.0 °C at 760 mmHg
  • Flash Point: Degrees Fahrenheit:>230°F
    Degrees Celsius:>110°C
  • Refractive Index: n20/D 1.552
  • Solubility: Dichloromethane, Ethyl Acetate, Methanol
  • PSA: 29.54000
  • LogP: 2.87060
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

benzyl 3,4-dihydro-2H-pyridine-1-carboxylate Security Information

  • Symbol: GHS06
  • Signal Word:Danger
  • Hazard Statement: H301
  • Warning Statement: P301+P310
  • Hazardous Material transportation number:UN 2810 6.1 / PGIII
  • WGK Germany:3
  • Hazard Category Code: 25
  • Safety Instruction: 45
  • Hazardous Material Identification: T
  • Storage Condition:storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)

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benzyl 3,4-dihydro-2H-pyridine-1-carboxylate Production Method

benzyl 3,4-dihydro-2H-pyridine-1-carboxylate Related Literature

  • 1. The first stereospecific synthesis of l-tetrahydrodipicolinic acid; a key intermediate of diaminopimelate metabolism
    Jennifer F. Caplan,Andrew Sutherland,John C. Vederas J. Chem. Soc. Perkin Trans. 1 2001 2217

Additional information on benzyl 3,4-dihydro-2H-pyridine-1-carboxylate

Benzyl 3,4-Dihydro-2H-Pyridine-1-Carboxylate (CAS No. 68471-58-9): A Comprehensive Overview

Benzyl 3,4-dihydro-2H-pyridine-1-carboxylate (CAS No. 68471-58-9) is a specialized organic compound that has garnered significant attention in pharmaceutical and chemical research. This compound, often referred to as benzyl dihydropyridine carboxylate, belongs to the class of dihydropyridine derivatives, which are widely studied for their versatile applications in medicinal chemistry and material science. Its unique molecular structure, featuring a benzyl ester group attached to a dihydropyridine ring, makes it a valuable intermediate in synthetic organic chemistry.

The growing interest in benzyl 3,4-dihydro-2H-pyridine-1-carboxylate is driven by its potential role in the development of novel therapeutic agents. Researchers are particularly intrigued by its structural similarity to other dihydropyridine-based compounds, which are known for their bioactivity. For instance, dihydropyridines are often explored for their cardiovascular effects, though 68471-58-9 itself is primarily investigated as a synthetic building block rather than a direct drug candidate. This distinction is crucial for understanding its market and research applications.

In recent years, the demand for benzyl 3,4-dihydro-2H-pyridine-1-carboxylate has increased due to its utility in peptide synthesis and catalysis. Its ester functional group allows for facile modifications, making it a preferred choice for chemists working on complex molecular architectures. Additionally, the compound’s stability under various reaction conditions enhances its appeal in industrial-scale applications. These attributes align with current trends in green chemistry, where efficient and sustainable synthetic methods are prioritized.

From a commercial perspective, benzyl dihydropyridine carboxylate is available through specialized chemical suppliers, often in high purity grades suitable for research purposes. Pricing and availability may vary depending on regional demand and production capacity. Analysts note that the market for such fine chemicals is expanding, particularly in regions with robust pharmaceutical and biotechnology sectors. This growth is further fueled by advancements in high-throughput screening and combinatorial chemistry, which rely heavily on diverse chemical libraries.

For researchers seeking detailed technical data, CAS No. 68471-58-9 is documented in major chemical databases with specifications on its physical properties, such as melting point, solubility, and spectral characteristics. These resources are indispensable for quality control and regulatory compliance, especially when the compound is used in GMP (Good Manufacturing Practice) environments. Safety data sheets (SDS) for benzyl 3,4-dihydro-2H-pyridine-1-carboxylate emphasize standard laboratory precautions, reflecting its classification as a non-hazardous material under normal handling conditions.

Looking ahead, the scientific community anticipates broader applications for 68471-58-9 in areas like drug delivery systems and bioconjugation. Its modular structure offers opportunities for designing targeted molecular probes or hybrid materials. Such innovations resonate with emerging trends in personalized medicine and nanotechnology, where multifunctional compounds are in high demand. As synthetic methodologies evolve, benzyl 3,4-dihydro-2H-pyridine-1-carboxylate is poised to remain a relevant tool in both academic and industrial laboratories.

In summary, benzyl 3,4-dihydro-2H-pyridine-1-carboxylate (CAS No. 68471-58-9) exemplifies the intersection of fundamental chemistry and applied science. Its role as a versatile intermediate, combined with its alignment with cutting-edge research themes, ensures its continued relevance. Whether for exploratory studies or large-scale production, this compound represents a critical asset in the modern chemical toolkit.

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