Cas no 1289387-67-2 (tert-Butyl 2-(chloromethyl)piperidine-1-carboxylate)

Tert-Butyl 2-(chloromethyl)piperidine-1-carboxylate is a versatile intermediate in organic synthesis, particularly valuable for the preparation of piperidine derivatives. The tert-butyloxycarbonyl (Boc) protecting group enhances stability and facilitates selective deprotection under mild acidic conditions, making it suitable for multi-step synthetic routes. The chloromethyl moiety offers reactivity for further functionalization, enabling the introduction of diverse substituents. This compound is commonly employed in pharmaceutical and agrochemical research for constructing nitrogen-containing heterocycles. Its well-defined reactivity and compatibility with a range of reaction conditions make it a reliable building block for complex molecule synthesis. Proper handling is advised due to the presence of the reactive chloromethyl group.
tert-Butyl 2-(chloromethyl)piperidine-1-carboxylate structure
1289387-67-2 structure
Product Name:tert-Butyl 2-(chloromethyl)piperidine-1-carboxylate
CAS No:1289387-67-2
MF:C11H20ClNO2
MW:233.7350025177
CID:822244
PubChem ID:53346639
Update Time:2025-06-15

tert-Butyl 2-(chloromethyl)piperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl 2-(chloromethyl)piperidine-1-carboxylate
    • 1-N-BOC-2-CHLOROMETHYLPIPERIDINE
    • 2-Chloromethylpiperidine-1-carboxylic acid tert-butyl ester
    • AB1009854
    • AK-52547
    • HT999
    • I12-0645
    • KB-22879
    • MolPort-021-783-409
    • EN300-300608
    • 1289387-67-2
    • tert-Butyl2-(chloromethyl)piperidine-1-carboxylate
    • DTXSID90693566
    • DB-361601
    • AKOS015897841
    • SB43669
    • 2-Chloromethyl-piperidine-1-carboxylic acid tert-butyl ester
    • MDL: MFCD09953351
    • Inchi: 1S/C11H20ClNO2/c1-11(2,3)15-10(14)13-7-5-4-6-9(13)8-12/h9H,4-8H2,1-3H3
    • InChI Key: NJEQIEAONVBZAW-UHFFFAOYSA-N
    • SMILES: ClCC1CCCCN1C(=O)OC(C)(C)C

Computed Properties

  • Exact Mass: 233.1182566g/mol
  • Monoisotopic Mass: 233.1182566g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 225
  • 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: 2.6
  • Topological Polar Surface Area: 29.5?2

Experimental Properties

  • Density: 1.076

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Additional information on tert-Butyl 2-(chloromethyl)piperidine-1-carboxylate

Introduction to tert-Butyl 2-(chloromethyl)piperidine-1-carboxylate (CAS No. 1289387-67-2)

tert-Butyl 2-(chloromethyl)piperidine-1-carboxylate (CAS No. 1289387-67-2) is a versatile compound with significant applications in the fields of chemical synthesis, pharmaceutical research, and medicinal chemistry. This compound is characterized by its unique structure, which includes a tert-butyl group, a chloromethyl substituent, and a piperidine ring. These structural features endow the compound with a range of chemical properties that make it valuable for various scientific and industrial purposes.

The tert-butyl group in tert-Butyl 2-(chloromethyl)piperidine-1-carboxylate provides steric protection and enhances the stability of the molecule. This is particularly important in synthetic chemistry, where protecting groups are often used to prevent unwanted reactions or to control the reactivity of specific functional groups. The chloromethyl substituent, on the other hand, introduces a reactive site that can be readily functionalized through various chemical transformations, such as nucleophilic substitution reactions. This makes the compound a useful intermediate in the synthesis of more complex molecules.

The piperidine ring is a six-membered nitrogen-containing heterocycle that is commonly found in many biologically active compounds. Its presence in tert-Butyl 2-(chloromethyl)piperidine-1-carboxylate contributes to the compound's potential for use in pharmaceutical research. Piperidines are known for their ability to modulate biological processes and interact with various receptors and enzymes, making them valuable scaffolds for drug discovery.

In recent years, there has been growing interest in the use of tert-Butyl 2-(chloromethyl)piperidine-1-carboxylate as a building block in the synthesis of novel pharmaceuticals. For example, a study published in the *Journal of Medicinal Chemistry* reported the successful use of this compound as an intermediate in the development of new antiviral agents. The researchers utilized the chloromethyl group to introduce various functional groups that enhanced the antiviral activity of the final products.

Another area where tert-Butyl 2-(chloromethyl)piperidine-1-carboxylate has shown promise is in the field of neuroscience. A study published in *Chemical Neuroscience* demonstrated that derivatives of this compound exhibited potent neuroprotective effects in cellular models of neurodegenerative diseases. The piperidine ring was found to play a crucial role in mediating these effects, suggesting that further exploration of this scaffold could lead to the discovery of new therapeutic agents for neurological disorders.

Beyond its applications in pharmaceutical research, tert-Butyl 2-(chloromethyl)piperidine-1-carboxylate is also used in materials science and polymer chemistry. The compound's reactivity and structural flexibility make it suitable for the synthesis of functional polymers with tailored properties. For instance, researchers at a leading materials science institute have developed novel polymers using this compound as a monomer, resulting in materials with improved mechanical strength and thermal stability.

In summary, tert-Butyl 2-(chloromethyl)piperidine-1-carboxylate (CAS No. 1289387-67-2) is a multifaceted compound with a wide range of applications across various scientific disciplines. Its unique structural features and chemical properties make it an invaluable tool for synthetic chemists, pharmaceutical researchers, and materials scientists alike. As research continues to advance, it is likely that new and innovative uses for this compound will be discovered, further expanding its impact on science and technology.

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