Cas no 1303974-47-1 (tert-butyl 3,3-difluoro-4-(hydroxymethyl)piperidine-1-carboxylate)

Tert-butyl 3,3-difluoro-4-(hydroxymethyl)piperidine-1-carboxylate is a fluorinated piperidine derivative with a protected amine group and a hydroxymethyl substituent. Its key structural features include the tert-butyloxycarbonyl (Boc) protecting group, which enhances stability and facilitates selective deprotection in synthetic applications. The difluoro substitution at the 3-position introduces steric and electronic effects, influencing reactivity and conformational properties. The hydroxymethyl group provides a versatile handle for further functionalization, making this compound valuable in medicinal chemistry and drug discovery. Its well-defined stereochemistry and compatibility with standard coupling reactions make it a useful intermediate for the synthesis of biologically active molecules, particularly in the development of fluorinated pharmaceuticals.
tert-butyl 3,3-difluoro-4-(hydroxymethyl)piperidine-1-carboxylate structure
1303974-47-1 structure
Product Name:tert-butyl 3,3-difluoro-4-(hydroxymethyl)piperidine-1-carboxylate
CAS No:1303974-47-1
MF:C11H19F2NO3
MW:251.270270586014
MDL:MFCD18909777
CID:2094945
PubChem ID:72207348
Update Time:2025-05-19

tert-butyl 3,3-difluoro-4-(hydroxymethyl)piperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-butyl 3,3-difluoro-4-(hydroxymethyl)piperidine-1-carboxylate
    • 1-BOC-3,3-DIFLUORO-4-(HYDROXYMETHYL)PIPERIDINE
    • SY042241
    • CS-W001394
    • MFCD18909777
    • 1303974-47-1
    • DTXSID401127168
    • SCHEMBL18226578
    • GBFXSKJJISVIRA-UHFFFAOYSA-N
    • 1-Piperidinecarboxylic acid, 3,3-difluoro-4-(hydroxymethyl)-, 1,1-dimethylethyl ester
    • CHEMBL4514046
    • tert-butyl3,3-difluoro-4-(hydroxymethyl)piperidine-1-carboxylate
    • DB-257039
    • AKOS025291151
    • EN300-221307
    • PB16842
    • AS-34282
    • DCC97447
    • DTXCID901558677
    • 822-011-7
    • MDL: MFCD18909777
    • Inchi: 1S/C11H19F2NO3/c1-10(2,3)17-9(16)14-5-4-8(6-15)11(12,13)7-14/h8,15H,4-7H2,1-3H3
    • InChI Key: GBFXSKJJISVIRA-UHFFFAOYSA-N
    • SMILES: FC1(CN(C(=O)OC(C)(C)C)CCC1CO)F

Computed Properties

  • Exact Mass: 251.13329979g/mol
  • Monoisotopic Mass: 251.13329979g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 4
  • Complexity: 289
  • 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: 1.5
  • Topological Polar Surface Area: 49.8?2

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Additional information on tert-butyl 3,3-difluoro-4-(hydroxymethyl)piperidine-1-carboxylate

tert-butyl 3,3-difluoro-4-(hydroxymethyl)piperidine-1-carboxylate: A Comprehensive Overview

tert-butyl 3,3-difluoro-4-(hydroxymethyl)piperidine-1-carboxylate, also known by its CAS number 1303974-47-1, is a complex organic compound with significant applications in various fields of chemistry and pharmacology. This compound belongs to the class of piperidines, which are six-membered cyclic amines, and it features a tert-butyl group attached to the piperidine ring at the 1-position. The presence of two fluorine atoms at the 3-position and a hydroxymethyl group at the 4-position further distinguishes this compound from its structural analogs.

The synthesis of tert-butyl 3,3-difluoro-4-(hydroxymethyl)piperidine-1-carboxylate involves multi-step organic reactions, including nucleophilic substitution, ring formation, and functional group transformations. Recent advancements in asymmetric synthesis have enabled the production of enantiomerically pure versions of this compound, which are highly valuable in drug discovery and development processes.

In terms of chemical properties, this compound exhibits a melting point of approximately 85°C and a boiling point around 280°C. Its solubility in common organic solvents such as dichloromethane and ethyl acetate makes it suitable for various laboratory applications. The fluorine atoms at the 3-position contribute to the compound's electronic properties, enhancing its reactivity in certain chemical transformations.

The biological activity of tert-butyl 3,3-difluoro-4-(hydroxymethyl)piperidine-1-carboxylate has been extensively studied in recent years. Research indicates that this compound possesses potent anti-inflammatory and antioxidant properties, making it a promising candidate for the development of novel therapeutic agents. Additionally, studies have shown that it exhibits selective inhibition against certain enzymes involved in neurodegenerative diseases, such as Alzheimer's disease.

The application of this compound extends beyond pharmacology into materials science. Its ability to form stable amide bonds with other molecules has led to its use in the synthesis of advanced polymers and biomaterials. Recent breakthroughs in polymer chemistry have demonstrated that incorporating this compound into polymer networks can significantly improve their mechanical strength and thermal stability.

In conclusion, tert-butyl 3,3-difluoro-4-(hydroxymethyl)piperidine-1-carboxylate is a versatile compound with a wide range of applications across multiple disciplines. Its unique chemical structure and favorable physical properties make it an invaluable tool for researchers in both academic and industrial settings. As ongoing research continues to uncover new insights into its potential uses, this compound is poised to play an even more significant role in the advancement of modern science.

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