Cas no 1445592-38-0 (tert-butyl 4,4-difluoro-2-methylpiperidine-1-carboxylate)

Tert-butyl 4,4-difluoro-2-methylpiperidine-1-carboxylate is a fluorinated piperidine derivative commonly employed as a versatile intermediate in organic synthesis and pharmaceutical research. The tert-butoxycarbonyl (Boc) protecting group enhances its stability, facilitating selective deprotection under mild acidic conditions. The presence of difluoromethyl and methyl substituents at the 4- and 2-positions, respectively, introduces steric and electronic effects that can influence reactivity in downstream transformations. This compound is particularly valuable in medicinal chemistry for the development of bioactive molecules, owing to its ability to modulate lipophilicity and metabolic stability. Its well-defined synthetic route and high purity make it a reliable building block for complex molecular architectures.
tert-butyl 4,4-difluoro-2-methylpiperidine-1-carboxylate structure
1445592-38-0 structure
Product Name:tert-butyl 4,4-difluoro-2-methylpiperidine-1-carboxylate
CAS No:1445592-38-0
MF:C11H19F2NO2
MW:235.270870447159
CID:5265083
Update Time:2026-03-09

tert-butyl 4,4-difluoro-2-methylpiperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 1-Piperidinecarboxylic acid, 4,4-difluoro-2-methyl-, 1,1-dimethylethyl ester
    • tert-butyl 4,4-difluoro-2-methylpiperidine-1-carboxylate
    • Inchi: 1S/C11H19F2NO2/c1-8-7-11(12,13)5-6-14(8)9(15)16-10(2,3)4/h8H,5-7H2,1-4H3
    • InChI Key: VBCRYINUMQDZPE-UHFFFAOYSA-N
    • SMILES: N1(C(OC(C)(C)C)=O)CCC(F)(F)CC1C

tert-butyl 4,4-difluoro-2-methylpiperidine-1-carboxylate Pricemore >>

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NAN JING YAO SHI KE JI GU FEN Co., Ltd.
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Additional information on tert-butyl 4,4-difluoro-2-methylpiperidine-1-carboxylate

Comprehensive Guide to tert-butyl 4,4-difluoro-2-methylpiperidine-1-carboxylate (CAS No. 1445592-38-0)

tert-butyl 4,4-difluoro-2-methylpiperidine-1-carboxylate (CAS No. 1445592-38-0) is a fluorinated piperidine derivative that has gained significant attention in pharmaceutical and agrochemical research. This compound, characterized by its tert-butyl carboxylate group and difluoromethyl substitution, serves as a versatile intermediate in organic synthesis. Its unique structural features make it valuable for designing bioactive molecules with enhanced metabolic stability and lipophilicity.

The growing demand for fluorinated building blocks in drug discovery has positioned tert-butyl 4,4-difluoro-2-methylpiperidine-1-carboxylate as a compound of interest. Researchers frequently search for "synthesis of fluorinated piperidines" or "applications of difluoromethyl compounds," reflecting the current industry focus on fluorine-containing pharmaceuticals. This compound's CAS 1445592-38-0 serves as a crucial identifier for researchers sourcing high-purity intermediates.

From a chemical perspective, the tert-butyl protecting group in this molecule offers excellent stability during synthetic transformations while allowing for facile deprotection when needed. The 4,4-difluoro modification significantly alters the electronic properties of the piperidine ring, influencing both the compound's reactivity and potential biological activity. These characteristics make it particularly valuable for medicinal chemistry programs targeting CNS disorders and metabolic diseases.

Recent trends in pharmaceutical development show increased interest in "fluorine in drug design" and "piperidine derivatives as pharmacophores," areas where tert-butyl 4,4-difluoro-2-methylpiperidine-1-carboxylate finds numerous applications. The compound's structural features address common challenges in drug development, including improving membrane permeability and resisting metabolic degradation - key search terms like "improving drug bioavailability" and "metabolically stable compounds" reflect these industry priorities.

The synthesis of CAS 1445592-38-0 typically involves multi-step procedures starting from commercially available piperidine derivatives. Process chemists often optimize routes to maximize yield and purity while minimizing environmental impact, aligning with the growing emphasis on "green chemistry in pharmaceutical synthesis." The tert-butyl ester group in particular offers advantages in purification and handling throughout the synthetic sequence.

Analytical characterization of tert-butyl 4,4-difluoro-2-methylpiperidine-1-carboxylate employs standard techniques including NMR spectroscopy (notably 19F NMR for the difluoromethylene group), mass spectrometry, and HPLC purity analysis. These quality control measures ensure the compound meets the stringent requirements of pharmaceutical applications, addressing common researcher queries about "characterization of fluorinated compounds" and "purity standards for synthetic intermediates."

In the broader context of chemical research, 1445592-38-0 represents an important example of strategic fluorine incorporation in heterocyclic systems. The pharmaceutical industry's continued exploration of "fluorine effects on drug properties" and "privileged structures in medicinal chemistry" ensures sustained interest in such specialized building blocks. The compound's balanced lipophilicity and polarity make it particularly valuable for lead optimization programs.

Storage and handling of tert-butyl 4,4-difluoro-2-methylpiperidine-1-carboxylate follow standard laboratory protocols for stable organic compounds. Proper documentation including CAS registry information and structural verification is essential for research reproducibility, addressing key concerns in modern synthetic chemistry about "compound identification standards" and "research material traceability."

The commercial availability of CAS 1445592-38-0 from specialty chemical suppliers has increased in recent years, reflecting growing demand. Procurement specialists frequently search for "high purity fluorinated intermediates" and "custom synthesis of piperidine derivatives," indicating the compound's importance in contemporary drug discovery workflows. Suppliers typically provide comprehensive technical data sheets to support research applications.

Looking forward, tert-butyl 4,4-difluoro-2-methylpiperidine-1-carboxylate is poised to maintain its relevance as pharmaceutical research continues to explore fluorinated compounds. Emerging areas like "targeted protein degradation" and "covalent inhibitors" may create new applications for this versatile building block. Its combination of synthetic accessibility and favorable physicochemical properties ensures ongoing utility across multiple therapeutic areas.

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