1-tert-Butyl 2-methyl 5-oxopiperidine-1,2-dicarboxylate 869564-40-9 95% white to off-white powder pharmaceutical intermediate

1. Product Overview

1-tert-Butyl 2-methyl 5-oxopiperidine-1,2-dicarboxylate (CAS 869564-40-9) is a piperidine-derived dicarboxylate ester widely employed as a protected amino ketone building block in organic synthesis and medicinal chemistry. Commonly known as N-Boc-5-oxopiperidine-2-carboxylic acid methyl ester, it contains a Boc-protected secondary amine and a ketone group at the 5-position of the piperidine ring, making it a highly versatile intermediate for constructing nitrogen-containing heterocycles and active pharmaceutical ingredients (APIs). The compound typically presents as a white to off-white crystalline powder with good chemical stability under proper storage conditions.

2. Key Features and Advantages

• Dual protecting-group design: tert-butyl carbamate (Boc) on nitrogen and methyl ester on carboxyl allow orthogonal deprotection strategies in multi-step syntheses.

• Reactive 5-oxo (ketone) functionality enables further transformations including reduction, condensation, and cyclization to access complex piperidine scaffolds.

• High purity grade (≥95%) ensures consistency and reproducibility in pharmaceutical R&D workflows.

• Comprehensive analytical characterization (NMR, HPLC) supports quality control in regulated research environments.

• Stable solid form suitable for both laboratory-scale and kilo-scale batch handling.

3. Main Applications

• Pharmaceutical intermediate for piperidine-based drug candidates, particularly in CNS and cardiovascular research.

• Core building block in medicinal chemistry for substituted piperidines, spirocycles, and fused nitrogen heterocycles.

• Intermediate in peptide mimetic and small-molecule protease inhibitor programs requiring a protected 5-oxopiperidine core.

• Applied in academic and industrial research for method development in asymmetric hydrogenation, reductive amination, and ring-expansion reactions.

• Utilized in custom synthesis and CRO projects targeting novel heterocyclic libraries.

4. Technical Specifications

5. Storage and Handling

Store in a cool, dry place at 2–8 °C in a tightly sealed container under an inert atmosphere (nitrogen or argon) to minimize moisture absorption and hydrolysis of ester functionalities. For long-term storage, maintain at –20 °C in desiccated conditions. Protect from light and avoid contact with strong acids, bases, or elevated temperatures, which may lead to Boc cleavage or ester transesterification. Handle in a well-ventilated area wearing appropriate PPE (lab coat, nitrile gloves, safety goggles). Reseal containers immediately after use and consider purging with dry inert gas. Under recommended conditions, shelf life is typically up to 24 months.

6. Safety Overview

This material is intended strictly for research and synthetic applications and is not for direct human or veterinary therapeutic use. May cause mild irritation to eyes, skin, and respiratory tract upon contact or dust inhalation. While not classified as a hazardous substance under major GHS categories at typical handling scales, it should be treated as a fine organic powder with standard laboratory precautions. Prevent dust generation during handling. In case of skin contact, wash thoroughly with soap and water; for eye contact, rinse cautiously with copious water and seek medical attention if irritation persists. Dispose of waste in accordance with local regulations for non-halogenated organic laboratory chemicals. Always consult the most recent Safety Data Sheet (SDS) supplied by the manufacturer prior to use.