Cas no 183170-69-6 (tert-butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate)

Technical Introduction: Tert-butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate is a protected piperidine derivative featuring both a hydroxyl group and a Boc (tert-butoxycarbonyl) protecting group. The Boc group enhances stability, facilitating handling and storage, while the hydroxyl moiety offers versatility for further functionalization. This compound is particularly valuable in organic synthesis and pharmaceutical intermediates, where selective deprotection or modification is required. Its structural features make it suitable for constructing complex molecules, including chiral scaffolds. The tert-butyl ester provides solubility in common organic solvents, simplifying purification and reaction conditions. This compound is often employed in medicinal chemistry for the development of bioactive molecules due to its balanced reactivity and protective group compatibility.
tert-butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate structure
183170-69-6 structure
Product Name:tert-butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate
CAS No:183170-69-6
MF:C12H23NO3
MW:229.315923929214
MDL:MFCD15474944
CID:1004944
PubChem ID:21989903
Update Time:2025-06-12

tert-butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 4-(1-HYDROXY-ETHYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
    • tert-butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate
    • 1,1-Dimethylethyl 4-(1-hydroxyethyl)-1-piperidinecarboxylate
    • 1-tert-Butoxycarbonyl-4-(1-hydroxyethyl)piperidine
    • 1-Boc-4-(1-hydroxyethyl)-piperidine
    • AM100421
    • SY035992
    • 1-Boc-4-(1-Hydroxyethyl)piperidine
    • (R)-1-(1-Boc-4-piperidyl)ethanol
    • MFCD15474944
    • DTXSID90621268
    • (+/-)-1,1-dimethylethyl 4-(1-hydroxyethyl)-1-piperidinecarboxylate
    • 1-(1-Boc-4-piperidyl)ethanol
    • (S)-1-Boc-4-(1-hydroxyethyl)piperidine
    • AKOS022931227
    • SB23153
    • SY344339
    • 183170-69-6
    • CS-0011606
    • MFCD22666104
    • 1-tert-Butoxycarbonyl-4-(1-hydroxyethyl)piperidine; 4-(1-Hydroxyethyl)piperidine-1-carboxylic acid tert-butyl ester
    • TERT-BUTYL4-(1-HYDROXYETHYL)PIPERIDINE-1-CARBOXYLATE
    • EN300-3572171
    • SQOMPUDOUGDJPH-UHFFFAOYSA-N
    • DA-09003
    • N-t-Butoxycarbonyl-4-(1-hydroxyethyl)piperidine
    • A880843
    • 1-Piperidinecarboxylic acid, 4-(1-hydroxyethyl)-, 1,1-dimethylethyl ester
    • AS-42642
    • F1907-2539
    • N-tert-butoxycarbonyl-4-(1-hydroxyethyl)piperidine
    • MFCD22666103
    • SY037706
    • SCHEMBL387237
    • MDL: MFCD15474944
    • Inchi: 1S/C12H23NO3/c1-9(14)10-5-7-13(8-6-10)11(15)16-12(2,3)4/h9-10,14H,5-8H2,1-4H3
    • InChI Key: SQOMPUDOUGDJPH-UHFFFAOYSA-N
    • SMILES: OC(C)C1CCN(C(=O)OC(C)(C)C)CC1

Computed Properties

  • Exact Mass: 229.16779360g/mol
  • Monoisotopic Mass: 229.16779360g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 4
  • Complexity: 239
  • 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: 1.6
  • Topological Polar Surface Area: 49.8?2

Experimental Properties

  • Density: 1.052±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Slightly soluble (5 g/l) (25 o C),

tert-butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate Security Information

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Additional information on tert-butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate

Comprehensive Overview of tert-butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate (CAS No. 183170-69-6)

tert-butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate (CAS No. 183170-69-6) is a versatile piperidine derivative widely utilized in pharmaceutical research and organic synthesis. This compound, often abbreviated as Boc-protected hydroxyethylpiperidine, serves as a critical intermediate in the development of bioactive molecules, including CNS-targeting drugs and enzyme inhibitors. Its structural features—a tert-butoxycarbonyl (Boc) group and a hydroxyethyl side chain—make it invaluable for peptide coupling and chiral synthesis, aligning with current trends in green chemistry and sustainable catalysis.

Recent advancements in drug discovery have heightened interest in 183170-69-6, particularly for its role in optimizing blood-brain barrier permeability—a hot topic in neurodegenerative disease research. Researchers frequently search for "Boc-piperidine derivatives solubility" or "tert-butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate synthetic routes", reflecting demand for solvent compatibility and cost-effective synthesis. The compound’s stereocenter also makes it relevant to asymmetric hydrogenation studies, a technique gaining traction in AI-driven molecular design platforms.

From a technical perspective, 183170-69-6 exhibits excellent stability under inert atmospheres, with applications in parallel synthesis and combinatorial chemistry. Its hydroxyl group allows for further functionalization, addressing common search queries like "how to modify Boc-protected piperidines". Industry professionals also explore its use in metal-organic frameworks (MOFs) for drug delivery systems, a niche yet growing area in nanomedicine.

Environmental and regulatory considerations further elevate the compound’s profile. As labs prioritize REACH compliance, tert-butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate stands out for its low ecotoxicity and compatibility with biodegradable solvents. These attributes align with Google Trends data showing rising searches for "sustainable pharmaceutical intermediates" and "Boc-group removal methods".

In analytical chemistry, 183170-69-6 is characterized by HPLC purity (>98%) and distinct NMR spectra, making it a reference standard for structural elucidation. Its logP value (~1.2) suggests balanced lipophilicity, crucial for QSAR modeling—a frequent subject in computational chemistry forums.

Future applications may include photoredox catalysis and continuous flow synthesis, areas generating buzz in academic publications. With patents increasingly citing 183170-69-6 for kinase inhibitor scaffolds, its commercial relevance is poised to grow alongside innovations in precision medicine.

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