Cas no 1420901-24-1 (tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate)

Tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate is a protected amine derivative commonly employed as an intermediate in organic synthesis and pharmaceutical research. The tert-butyloxycarbonyl (Boc) group provides stability under basic conditions while allowing selective deprotection under acidic conditions, facilitating controlled functionalization. The methylamino and methyl substituents on the piperidine ring enhance steric and electronic modulation, making it valuable for structure-activity studies in drug discovery. Its well-defined reactivity profile enables efficient incorporation into complex molecular frameworks. The compound is typically handled under inert conditions to preserve its integrity. Suitable for applications requiring selective amine protection or chiral building blocks in medicinal chemistry.
tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate structure
1420901-24-1 structure
Product Name:tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate
CAS No:1420901-24-1
MF:C12H24N2O2
MW:228.331163406372
MDL:MFCD24383567
CID:2091920
PubChem ID:71648002
Update Time:2025-11-02

tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate
    • 1420901-24-1
    • DB-289548
    • 1-Piperidinecarboxylic acid, 3-methyl-3-(methylamino)-, 1,1-dimethylethyl ester
    • CS-0446324
    • F89300
    • tert-Butyl3-methyl-3-(methylamino)piperidine-1-carboxylate
    • SB43826
    • AKOS023209671
    • 1-Boc-3-Methyl-3-(methylamino)piperidine
    • MDL: MFCD24383567
    • Inchi: 1S/C12H24N2O2/c1-11(2,3)16-10(15)14-8-6-7-12(4,9-14)13-5/h13H,6-9H2,1-5H3
    • InChI Key: CAJKOHIICQBLKG-UHFFFAOYSA-N
    • SMILES: O(C(C)(C)C)C(N1CCCC(C)(C1)NC)=O

Computed Properties

  • Exact Mass: 228.183778013g/mol
  • Monoisotopic Mass: 228.183778013g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 4
  • Complexity: 260
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.4
  • Topological Polar Surface Area: 41.6?2

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tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate Related Literature

Additional information on tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate

Comprehensive Guide to tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate (CAS No. 1420901-24-1)

tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate (CAS No. 1420901-24-1) is a specialized organic compound that has garnered significant attention in pharmaceutical and chemical research. This piperidine derivative is widely utilized as a key intermediate in the synthesis of various bioactive molecules. Its unique structural features, including the tert-butyl carbamate group and the methylamino substitution, make it a versatile building block in medicinal chemistry.

The compound's molecular formula is C12H24N2O2, with a molecular weight of 228.33 g/mol. Researchers often search for tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate synthesis methods, as its preparation involves multi-step organic reactions that require careful optimization. The presence of both tert-butyloxycarbonyl (Boc) protection and a secondary amine functionality makes this compound particularly valuable for peptide coupling reactions and drug discovery applications.

In recent years, the demand for piperidine derivatives like this compound has increased dramatically due to their role in developing central nervous system (CNS) drugs. Many pharmaceutical companies are exploring tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate applications in creating novel therapeutic agents for neurological disorders. The compound's ability to cross the blood-brain barrier makes it especially interesting for researchers working on Alzheimer's and Parkinson's disease treatments.

The tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate market has seen steady growth, with analytical reports indicating a compound annual growth rate (CAGR) of approximately 6-8% in the pharmaceutical intermediates sector. This growth is driven by increasing R&D investments in neurological drugs and the expanding generics market. Quality specifications for this compound typically require ≥98% purity, with strict controls on residual solvents and heavy metals.

From a chemical perspective, the 3-methyl-3-(methylamino)piperidine core structure offers interesting stereochemical possibilities. Researchers frequently investigate tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate stereochemistry to understand its conformational preferences and how these affect biological activity. The compound typically exists as a mixture of stereoisomers, which can be separated using chiral chromatography techniques for specific applications.

Storage and handling of tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate require standard laboratory precautions. The compound should be kept in a cool, dry place, protected from moisture and light. Many suppliers offer the material in amber glass bottles with argon atmosphere to ensure stability during shipping and storage. Proper handling procedures are essential to maintain the compound's integrity for research purposes.

Recent advances in synthetic methodology have improved the production efficiency of tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate. Green chemistry approaches, including catalytic methods and solvent optimization, are becoming increasingly important in its manufacture. These developments respond to growing industry demands for more sustainable synthetic routes to pharmaceutical intermediates.

The analytical characterization of tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate typically involves techniques such as NMR spectroscopy (both 1H and 13C), mass spectrometry, and HPLC purity analysis. These methods confirm the compound's identity and quality, which are critical for its use in pharmaceutical applications. Many research papers discuss the spectral data of tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate as reference material for synthetic chemists.

Looking to the future, tert-Butyl 3-methyl-3-(methylamino)piperidine-1-carboxylate is expected to maintain its importance in medicinal chemistry. Its structural features make it adaptable for various drug discovery programs, particularly in neurological and psychiatric drug development. As research continues into more selective and potent therapeutic agents, this compound will likely remain a valuable tool for pharmaceutical researchers worldwide.

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