Cas no 1196506-95-2 (Ethyl-(R)-piperidin-3-yl-carbamic acid tert-butyl ester)

Ethyl-(R)-piperidin-3-yl-carbamic acid tert-butyl ester is a chiral intermediate widely used in pharmaceutical synthesis, particularly for the development of bioactive compounds. Its tert-butyl carbamate (Boc) protecting group ensures stability under various reaction conditions while allowing selective deprotection when needed. The (R)-configuration of the piperidine ring enhances its utility in stereoselective synthesis, making it valuable for producing enantiomerically pure pharmaceuticals. This compound exhibits good solubility in common organic solvents, facilitating its incorporation into multi-step synthetic routes. Its robust chemical properties and compatibility with diverse reaction conditions make it a preferred choice for researchers working on CNS-targeting drugs, receptor modulators, and other medicinally relevant molecules.
Ethyl-(R)-piperidin-3-yl-carbamic acid tert-butyl ester structure
1196506-95-2 structure
Product Name:Ethyl-(R)-piperidin-3-yl-carbamic acid tert-butyl ester
CAS No:1196506-95-2
MF:C12H24N2O2
MW:228.331163406372
MDL:MFCD21098118
CID:2083954
PubChem ID:58195511
Update Time:2025-05-20

Ethyl-(R)-piperidin-3-yl-carbamic acid tert-butyl ester Chemical and Physical Properties

Names and Identifiers

    • (R)-3-[Boc(ethyl)amino]piperidine
    • Ethyl-(R)-piperidin-3-yl-carbamic acid tert-butyl ester
    • (R)-tert-butyl ethyl(piperidin-3-yl)carbamate
    • NVISSTNTBKVSPW-SNVBAGLBSA-N
    • 6820AJ
    • AM91082
    • ethyl (R)-piperidin-3-ylcarbamic acid tert-butyl ester
    • Carbamic acid, N-ethyl-N-(3R)-3-piperidinyl-, 1,1-dimethylethyl ester
    • WXB50695
    • AS-72511
    • CS-0321219
    • DB-247506
    • Tert-butyl (R)-ethyl(piperidin-3-yl)carbamate
    • AC2586
    • TERT-BUTYL N-ETHYL-N-[(3R)-PIPERIDIN-3-YL]CARBAMATE
    • SCHEMBL1468568
    • AKOS026670945
    • 1196506-95-2
    • MDL: MFCD21098118
    • Inchi: 1S/C12H24N2O2/c1-5-14(10-7-6-8-13-9-10)11(15)16-12(2,3)4/h10,13H,5-9H2,1-4H3/t10-/m1/s1
    • InChI Key: NVISSTNTBKVSPW-SNVBAGLBSA-N
    • SMILES: O(C(C)(C)C)C(N(CC)[C@H]1CNCCC1)=O

Computed Properties

  • Exact Mass: 228.18400
  • Monoisotopic Mass: 228.183778013g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 4
  • Complexity: 236
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 41.6
  • XLogP3: 1.6

Experimental Properties

  • PSA: 41.57000
  • LogP: 2.32420

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Additional information on Ethyl-(R)-piperidin-3-yl-carbamic acid tert-butyl ester

Comprehensive Overview of Ethyl-(R)-piperidin-3-yl-carbamic acid tert-butyl ester (CAS No. 1196506-95-2)

Ethyl-(R)-piperidin-3-yl-carbamic acid tert-butyl ester (CAS No. 1196506-95-2) is a chiral intermediate widely utilized in pharmaceutical synthesis and organic chemistry research. This compound, characterized by its tert-butyl ester and piperidine moieties, plays a pivotal role in the development of bioactive molecules, particularly in the field of central nervous system (CNS) drug discovery. Its unique stereochemistry ((R)-configuration) enhances its selectivity in binding to target receptors, making it a valuable building block for asymmetric synthesis.

In recent years, the demand for chiral intermediates like Ethyl-(R)-piperidin-3-yl-carbamic acid tert-butyl ester has surged due to the growing emphasis on enantioselective drug development. Researchers and pharmaceutical companies are increasingly focusing on green chemistry and sustainable synthesis methods to produce such compounds. This aligns with the global trend toward eco-friendly manufacturing, a topic frequently searched in AI-driven drug discovery platforms and academic databases.

The compound’s carbamate functional group contributes to its stability and bioavailability, which are critical factors in prodrug design. Its applications extend to the synthesis of neuroactive compounds, including potential treatments for neurodegenerative diseases—a hot topic in biomedical research. Analysts note that queries related to piperidine derivatives and tert-butyl protection strategies have spiked in chemical patent literature, reflecting its industrial relevance.

From a technical perspective, CAS No. 1196506-95-2 is often referenced in cross-coupling reactions and catalytic hydrogenation protocols. Its compatibility with Pd-catalyzed transformations makes it a versatile reagent in medicinal chemistry. Notably, its tert-butyloxycarbonyl (Boc) group allows for facile deprotection under mild conditions, a feature highly valued in peptide synthesis and combinatorial chemistry.

In the context of market trends, the compound’s synthesis and purification methods are frequently discussed in high-impact journals. Optimized protocols for enantiomeric purity control—such as chiral HPLC and enzymatic resolution—are among the top-searched techniques in organic chemistry forums. This underscores the importance of quality assurance in producing pharmaceutical intermediates.

Furthermore, Ethyl-(R)-piperidin-3-yl-carbamic acid tert-butyl ester has garnered attention in computational chemistry studies. Molecular docking simulations leveraging AI-assisted drug design tools often incorporate this scaffold to predict binding affinities for G-protein-coupled receptors (GPCRs). Such applications align with the rising interest in machine learning for chemical optimization, a trending topic in scientific literature.

To summarize, CAS No. 1196506-95-2 represents a critical asset in modern drug development pipelines. Its structural features and synthetic versatility address key challenges in chiral pharmacology, while its alignment with sustainable chemistry principles ensures its continued relevance. As the pharmaceutical industry evolves, this compound is poised to remain a focal point in innovative therapeutic agent discovery.

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