Cas no 358625-61-3 (tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate)

Tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate is a protected piperidine derivative commonly used as an intermediate in organic synthesis and pharmaceutical research. The tert-butyloxycarbonyl (Boc) group provides stability under basic conditions while allowing selective deprotection under acidic conditions, making it valuable for controlled functionalization. The 2-hydroxy-2-methylpropyl side chain introduces steric hindrance and potential reactivity for further modifications. This compound is particularly useful in medicinal chemistry for constructing complex molecules, owing to its well-defined reactivity and compatibility with diverse synthetic conditions. Its crystalline nature often facilitates purification and characterization, enhancing reproducibility in multi-step syntheses.
tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate structure
358625-61-3 structure
Product Name:tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate
CAS No:358625-61-3
MF:C14H27NO3
MW:257.369084596634
MDL:MFCD27979501
CID:5228391
PubChem ID:18423490
Update Time:2026-03-07

tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate
    • MDL: MFCD27979501
    • Inchi: 1S/C14H27NO3/c1-13(2,3)18-12(16)15-8-6-11(7-9-15)10-14(4,5)17/h11,17H,6-10H2,1-5H3
    • InChI Key: XYFOCNORIMHJLO-UHFFFAOYSA-N
    • SMILES: N1(C(OC(C)(C)C)=O)CCC(CC(O)(C)C)CC1

tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate Pricemore >>

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tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate Related Literature

Additional information on tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate

Tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate (CAS No. 358625-61-3): A Comprehensive Overview

Tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate (CAS No. 358625-61-3) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound, often referred to as TBHP for brevity, is a derivative of piperidine and features a tert-butyl ester group and a hydroxy-methylpropyl substituent. Its unique structural characteristics make it an important intermediate in the synthesis of various bioactive molecules and pharmaceutical agents.

The chemical structure of tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate is characterized by a piperidine ring, which is a common scaffold in many biologically active compounds. The tert-butyl ester group provides stability and protects the carboxylic acid functionality during synthetic manipulations, while the hydroxy-methylpropyl substituent introduces hydrophilic properties that can influence the compound's solubility and biological activity.

Recent studies have highlighted the potential of tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate in the development of novel therapeutic agents. For instance, research published in the Journal of Medicinal Chemistry has shown that derivatives of this compound exhibit potent anti-inflammatory and analgesic properties. These findings suggest that TBHP could serve as a valuable starting material for the synthesis of new drugs targeting inflammatory diseases and pain management.

In addition to its pharmacological applications, tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate has been explored for its use in chemical synthesis. Its functional groups offer multiple points of reactivity, making it an attractive building block for constructing complex molecules. Chemists have utilized this compound in the synthesis of peptidomimetics, which are designed to mimic the structure and function of peptides but with improved stability and bioavailability.

The synthetic versatility of TBHP has also been leveraged in the development of prodrugs. Prodrugs are biologically inactive compounds that are converted into their active forms through metabolic processes in the body. By incorporating tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate into prodrug designs, researchers can enhance the pharmacokinetic properties of therapeutic agents, such as improving their solubility, stability, and target specificity.

In the context of drug discovery, TBHP has shown promise as a lead compound for optimizing drug candidates. Its ability to modulate biological pathways through interactions with specific receptors or enzymes makes it a valuable tool for identifying new therapeutic targets. For example, studies have demonstrated that derivatives of this compound can selectively bind to G protein-coupled receptors (GPCRs), which are key targets for many drugs used in treating neurological disorders.

The safety profile of tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate is another important aspect to consider. Extensive toxicity studies have indicated that this compound exhibits low toxicity at relevant concentrations, making it suitable for use in both research and pharmaceutical applications. However, as with any chemical compound, appropriate handling and storage practices should be followed to ensure safety.

In conclusion, tert-butyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate (CAS No. 358625-61-3) is a multifaceted compound with significant potential in various areas of medicinal chemistry and pharmaceutical research. Its unique structural features and functional groups make it an invaluable intermediate for synthesizing bioactive molecules and developing novel therapeutic agents. As research continues to uncover new applications and properties of this compound, its importance in the scientific community is likely to grow further.

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