Cas no 1260601-32-8 ((R)-1-Boc-2-acetyl-piperidine)

(R)-1-Boc-2-acetyl-piperidine is a chiral intermediate widely used in organic synthesis and pharmaceutical research. The compound features a Boc (tert-butoxycarbonyl) protecting group, which enhances stability and facilitates selective deprotection under mild acidic conditions. The acetyl substituent at the 2-position provides a reactive site for further functionalization, making it valuable for constructing complex piperidine-based scaffolds. Its enantiomeric purity is critical for applications in asymmetric synthesis, particularly in the development of bioactive molecules and chiral catalysts. The Boc group also improves solubility in organic solvents, simplifying purification and handling. This compound is a versatile building block for medicinal chemistry and fine chemical synthesis.
(R)-1-Boc-2-acetyl-piperidine structure
(R)-1-Boc-2-acetyl-piperidine structure
Product Name:(R)-1-Boc-2-acetyl-piperidine
CAS No:1260601-32-8
MF:C12H21NO3
MW:227.300043821335
MDL:MFCD11975771
CID:4583209
PubChem ID:57741739
Update Time:2025-06-12

(R)-1-Boc-2-acetyl-piperidine Chemical and Physical Properties

Names and Identifiers

    • (R)-1-Boc-2-acetyl-piperidine
    • (R)-TERT-BUTYL 2-ACETYLPIPERIDINE-1-CARBOXYLATE
    • 1-Piperidinecarboxylic acid, 2-acetyl-, 1,1-dimethylethyl ester, (2R)-
    • MDL: MFCD11975771
    • Inchi: 1S/C12H21NO3/c1-9(14)10-7-5-6-8-13(10)11(15)16-12(2,3)4/h10H,5-8H2,1-4H3/t10-/m1/s1
    • InChI Key: CKHYGWMWQKVMQE-SNVBAGLBSA-N
    • SMILES: N1(C(OC(C)(C)C)=O)CCCC[C@@H]1C(C)=O

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 4

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Additional information on (R)-1-Boc-2-acetyl-piperidine

Comprehensive Overview of (R)-1-Boc-2-acetyl-piperidine (CAS No. 1260601-32-8): Properties, Applications, and Industry Insights

(R)-1-Boc-2-acetyl-piperidine (CAS No. 1260601-32-8) is a chiral piperidine derivative widely recognized for its role in pharmaceutical synthesis and organic chemistry. This compound features a Boc (tert-butoxycarbonyl) protecting group and an acetyl moiety, making it a versatile intermediate for asymmetric synthesis. Its molecular formula, C12H21NO3, and stereospecific (R)-configuration are critical for applications requiring enantioselectivity, such as drug development and agrochemical research.

In recent years, the demand for chiral building blocks like (R)-1-Boc-2-acetyl-piperidine has surged due to advancements in green chemistry and sustainable synthesis. Researchers frequently search for "Boc-protected piperidine derivatives" or "chiral auxiliaries for asymmetric catalysis," reflecting the compound's relevance in modern synthetic methodologies. Its stability under mild conditions and compatibility with cross-coupling reactions further enhance its utility.

The compound's CAS No. 1260601-32-8 is often associated with queries like "how to remove Boc group selectively" or "applications of acetyl-piperidine in medicinal chemistry." These topics align with industry trends toward fragment-based drug design and biocatalysis. Notably, (R)-1-Boc-2-acetyl-piperidine serves as a precursor for NK1 receptor antagonists and other bioactive molecules, addressing needs in CNS drug discovery.

From a technical perspective, the compound's melting point (typically 45–50°C) and solubility in organic solvents like dichloromethane or THF are frequently discussed. Laboratories prioritize "scalable synthesis of (R)-1-Boc-2-acetyl-piperidine" or "storage conditions for Boc-protected compounds," emphasizing practical handling considerations. Its stereochemical purity (>98% ee) is another key selling point for manufacturers.

Emerging applications in peptide mimetics and PROTACs (Proteolysis-Targeting Chimeras) have further expanded the compound's appeal. Discussions around "piperidine derivatives in targeted protein degradation" or "Boc deprotection under mild conditions" highlight its interdisciplinary relevance. Regulatory compliance, such as REACH certification and GMP-grade availability, also influences procurement decisions.

In summary, (R)-1-Boc-2-acetyl-piperidine (CAS No. 1260601-32-8) bridges gaps between academic research and industrial applications. Its alignment with high-throughput screening workflows and computational chemistry tools underscores its future potential. As synthetic strategies evolve, this compound remains a cornerstone for innovators tackling challenges in enantioselective synthesis and molecular design.

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