What Is 2-(1-(tert-Butoxycarbonyl)-4-hydroxypiperidin-4-yl)acetic Acid?

2-(1-(tert-Butoxycarbonyl)-4-hydroxypiperidin-4-yl)acetic acid (Aladdin SKU: H710504) is a bifunctional piperidine derivative featuring a Boc-protected secondary amine on the ring nitrogen, a tertiary hydroxyl group at the 4-position of the piperidine ring, and a pendant acetic acid moiety attached to the same quaternary carbon at position 4. This combination of functional groups makes it an exceptionally versatile intermediate in modern drug discovery and synthesis campaigns.

The Boc (tert-butoxycarbonyl) protecting group on the ring nitrogen allows selective manipulation of the carboxylic acid and hydroxyl functionalities under mild conditions, while the nitrogen can be deprotected cleanly using standard acidic conditions (e.g., trifluoroacetic acid or HCl in dioxane) when required. The quaternary carbon at position 4 bearing both the hydroxyl and the acetic acid chain is a distinctive structural feature that confers three-dimensional complexity, a property increasingly valued in the design of drug candidates with improved selectivity and reduced off-target effects.

Typical Applications and Uses in Research

This compound serves primarily as a synthetic building block in pharmaceutical and medicinal chemistry research. Its three orthogonally addressable functional groups — the Boc-protected amine, the free tertiary hydroxyl, and the carboxylic acid — allow chemists to selectively form amide bonds, ester linkages, or ether bonds at different stages of a multistep synthesis without extensive additional protection/deprotection sequences.

Key application areas include:

• Peptidomimetic and drug scaffold construction: The acetic acid arm can be coupled to amines via standard amide bond-forming reagents (e.g., HATU, EDC/HOBt) to elaborate complex structures. The tertiary hydroxyl can serve as a handle for further functionalization or be left intact to participate in hydrogen bonding interactions in the final target molecule.
• Prodrug design: The hydroxyl and carboxyl groups may be exploited to introduce cleavable linkers for prodrug or conjugate applications.
• Fragment-based drug discovery: The rigid, three-dimensional piperidine scaffold with multiple handles is well suited for fragment library assembly and structure-activity relationship (SAR) studies.

Researchers are advised to consult the primary literature relevant to their specific target before proceeding, as application details will depend on the synthetic context.

Handling, Storage, and Stability Guidance

As with most Boc-protected amino acid derivatives and hydroxyl-containing carboxylic acids, proper handling and storage are essential to maintain compound integrity over time.

Storage: It is generally recommended to store this compound in a cool, dry environment, away from moisture and light, in a tightly sealed container. Many Boc-protected intermediates and carboxylic acid derivatives are stable at room temperature for short periods but benefit from storage at 2–8 °C or lower for long-term preservation. Always refer to the certificate of analysis (CoA) and safety data sheet (SDS) supplied with the specific lot for exact recommended storage conditions for H710504.

Handling: Standard laboratory personal protective equipment (PPE) — including gloves, safety glasses, and a lab coat — should be worn when handling this compound. Work in a well-ventilated area or fume hood. As a carboxylic acid derivative, it may cause irritation to skin, eyes, and mucous membranes.

Stability: The Boc group is susceptible to cleavage under acidic conditions (including prolonged exposure to acidic solvents) and at elevated temperatures. Avoid prolonged contact with strong acids unless Boc removal is intentional. The tertiary hydroxyl is generally stable under a wide range of conditions but may participate in lactone formation under strongly acidic or basic conditions if the geometry is favorable.

Note: Specific stability data for H710504 are not provided in the current source material. Users should consult the product CoA or contact Aladdin Scientific technical support for lot-specific data.

Ordering, Purity, and Quality Information

2-(1-(tert-Butoxycarbonyl)-4-hydroxypiperidin-4-yl)acetic acid is available from Aladdin Scientific under SKU H710504. When placing an order, researchers and procurement teams should note the following:

• Purity: Aladdin Scientific provides reagents with stated purity grades. The specific purity specification for H710504 should be confirmed on the product page or by requesting the current certificate of analysis (CoA). Purity is typically verified by HPLC and/or NMR.
• Available quantities: Please consult the Aladdin Scientific product listing for current pack sizes and pricing, as these may vary.
• Documentation: A CoA and SDS are available for each lot. Contact customer support or download directly from the product page for compliance and quality assurance purposes.
• Custom quantities: For bulk or custom requirements, contact Aladdin Scientific sales or technical support to discuss availability and lead times.

For questions regarding compatibility, alternative grades, or technical applications, Aladdin Scientific's technical support team is available to assist research and procurement teams.

Regulatory and Safety Overview

As a research-use chemical intermediate, 2-(1-(tert-Butoxycarbonyl)-4-hydroxypiperidin-4-yl)acetic acid (H710504) is intended solely for laboratory research and development purposes and is not approved for use as a drug, food additive, or diagnostic agent in humans or animals.

Users are responsible for complying with all applicable local, national, and international regulations governing the purchase, storage, handling, use, and disposal of chemical reagents. Aladdin Scientific provides an SDS with each product; users should review this document prior to use and follow all safety recommendations therein.

Waste disposal should be carried out in accordance with institutional and regulatory guidelines for chemical waste. As with all laboratory chemicals, avoid release to the environment. Specific hazard classifications for H710504 should be confirmed by reviewing the current SDS, as classifications may vary by jurisdiction.