Cas no 845909-33-3 (methyl 3-methylpiperidine-4-carboxylate)

Methyl 3-methylpiperidine-4-carboxylate is a versatile heterocyclic compound featuring a piperidine ring substituted with a methyl group at the 3-position and a carboxylate ester at the 4-position. This structure imparts significant utility in pharmaceutical and agrochemical synthesis, serving as a key intermediate for the development of bioactive molecules. Its ester functionality enhances reactivity in nucleophilic substitution and condensation reactions, while the methyl substitution influences steric and electronic properties, enabling tailored modifications. The compound's stability under standard conditions and compatibility with common organic solvents further facilitate its use in multistep synthetic routes. It is particularly valuable in the preparation of alkaloid derivatives and chiral building blocks.
methyl 3-methylpiperidine-4-carboxylate structure
845909-33-3 structure
Product Name:methyl 3-methylpiperidine-4-carboxylate
CAS No:845909-33-3
MF:C8H15NO2
MW:157.210202455521
CID:1118694
PubChem ID:14869354
Update Time:2025-10-31

methyl 3-methylpiperidine-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 3-methyl-4-Piperidinecarboxylic acid methyl ester
    • methyl 3-methylpiperidine-4-carboxylate
    • starbld0000576
    • F98309
    • SCHEMBL3976273
    • EN300-152219
    • AKOS023837847
    • 845909-33-3
    • FT-0720665
    • SB42797
    • methyl trans-3-methylpiperidine-4-carboxylate
    • methyl (3S,4R)-3-methylpiperidine-4-carboxylate
    • methyl cis-3-methylpiperidine-4-carboxylate
    • 1932258-80-4
    • Methyl (3R,4R)-3-methylpiperidine-4-carboxylate
    • DA-02443
    • 133567-11-0
    • 133567-09-6
    • Inchi: 1S/C8H15NO2/c1-6-5-9-4-3-7(6)8(10)11-2/h6-7,9H,3-5H2,1-2H3
    • InChI Key: BSPJTLUXMCHYGU-UHFFFAOYSA-N
    • SMILES: O(C)C(C1CCNCC1C)=O

Computed Properties

  • Exact Mass: 157.110278721g/mol
  • Monoisotopic Mass: 157.110278721g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 147
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.6
  • Topological Polar Surface Area: 38.3?2

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Additional information on methyl 3-methylpiperidine-4-carboxylate

Methyl 3-Methylpiperidine-4-carboxylate (CAS No. 845909-33-3): A Comprehensive Overview of Its Properties and Applications

Methyl 3-methylpiperidine-4-carboxylate (CAS No. 845909-33-3) is a versatile organic compound that has garnered significant attention in pharmaceutical and chemical research. This ester derivative of piperidine is characterized by its unique molecular structure, which combines a methyl group and a carboxylate moiety at specific positions on the piperidine ring. Its chemical formula and molecular weight make it a valuable intermediate in synthetic chemistry, particularly in the development of bioactive molecules.

One of the most frequently searched questions about methyl 3-methylpiperidine-4-carboxylate is its role in drug discovery. Researchers are increasingly exploring its potential as a building block for central nervous system (CNS) therapeutics, given the piperidine scaffold's prevalence in neurologically active compounds. Recent studies have highlighted its utility in designing selective enzyme inhibitors, a hot topic in precision medicine. The compound's stereochemistry and lipophilicity parameters are often discussed in academic forums, reflecting growing interest in structure-activity relationships.

From a synthetic chemistry perspective, CAS 845909-33-3 demonstrates remarkable reactivity patterns. Its ester group allows for straightforward transformations, making it a favorite among medicinal chemists working on prodrug development. Industry professionals frequently search for optimal purification methods and scaling-up techniques for this compound, as evidenced by patent literature trends. The compound's stability under various pH conditions and its solubility profile in organic solvents are additional points of technical discussion.

Environmental considerations have brought green chemistry applications of methyl 3-methylpiperidine-4-carboxylate into focus. Laboratories are investigating its use in catalytic processes that minimize waste generation, aligning with the pharmaceutical industry's sustainability goals. Analytical chemists emphasize its distinct spectroscopic signatures (NMR, IR, and MS data), which facilitate quality control during manufacturing. These aspects address common queries about compound characterization techniques in peer-reviewed publications.

The compound's structure-activity relationship (SAR) studies reveal interesting possibilities for molecular modification. Computational chemists have modeled its conformational flexibility to predict interactions with biological targets, a methodology gaining traction in computer-aided drug design (CADD) circles. Such applications respond to the growing demand for in silico screening approaches in early-stage research. Furthermore, its crystallographic data provides valuable insights for X-ray diffraction specialists working on molecular packing analyses.

In material science, derivatives of methyl 3-methylpiperidine-4-carboxylate show promise for developing functional polymers. Its incorporation into coordination complexes has been explored for creating advanced materials with tailored properties. These applications tap into current interests in smart materials and nanotechnology, areas receiving substantial research funding globally. The compound's thermal stability parameters make it particularly suitable for high-performance material synthesis.

Quality assurance protocols for CAS 845909-33-3 emphasize rigorous impurity profiling, addressing pharmaceutical industry concerns about genotoxic impurities. Recent analytical method developments enable detection at parts-per-million (ppm) levels, meeting stringent regulatory requirements. These technical advancements respond to frequently searched topics about ICH guidelines compliance in fine chemical production. The compound's storage stability under various conditions is another practical consideration for industrial users.

Emerging applications in asymmetric synthesis highlight the chiral potential of methyl 3-methylpiperidine-4-carboxylate derivatives. Its use as a chiral auxiliary or ligand precursor in stereoselective reactions aligns with the pharmaceutical industry's need for enantiomerically pure compounds. These developments connect with trending searches about chiral switching strategies and single-enantiomer drugs in medicinal chemistry literature.

From a commercial perspective, the global market for piperidine derivatives like methyl 3-methylpiperidine-4-carboxylate shows steady growth. Supply chain professionals often inquire about bulk availability and custom synthesis options, reflecting the compound's industrial relevance. Manufacturers emphasize Good Manufacturing Practice (GMP) compliance and documentation standards in product specifications, addressing quality assurance concerns in procurement processes.

Future research directions for 845909-33-3 may explore its bioconjugation potential for targeted drug delivery systems. The compound's chemical handle properties make it attractive for developing antibody-drug conjugates (ADCs), a rapidly expanding therapeutic modality. Such applications resonate with current investigations into next-generation biologics and personalized medicine approaches, demonstrating the compound's enduring scientific value.

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