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(R)-3-(Boc-Amino)piperidine

(R)-3-(Boc-Amino)piperidine

Model:309956-78-3
(R)-3-Boc-Aminopiperidine ((R)-3-(Boc-Amino)piperidine, CAS 309956-78-3) is a chiral piperidine derivative featuring a tert‑butoxycarbonyl (Boc) protected amino group at the 3‑position of the piperidine ring in the R‑configuration. The molecule consists of a six‑membered piperidine scaffold with a secondary amine and a Boc‑protected primary amine at C3, molecular formula C₁₀H₂₀N₂O₂ and molecular weight 200.28 g/mol.

(R)-3-Boc-Aminopiperidine is a key chiral intermediate in the synthesis of various pharmaceutical compounds, particularly in the development of DPP‑4 inhibitors for type 2 diabetes management. The Boc‑protected amino group of (R)-3-Boc-Aminopiperidine enables selective functionalization at the piperidine nitrogen while preserving the chiral center at C3—a critical feature for maintaining enantiopurity in downstream synthetic transformations. In medicinal chemistry, (R)-3-Boc-Aminopiperidine serves as a versatile building block for constructing biologically active molecules targeting neurological disorders, metabolic diseases, and infectious diseases. The compound is also employed as a chiral auxiliary and as a precursor for the synthesis of various piperidine‑based drug candidates. With its well‑defined stereochemistry and orthogonal protecting group strategy, (R)-3-Boc-Aminopiperidine offers synthetic chemists a reliable platform for complex molecule construction.

 

 Product Parameters



Parameter

Specification

Product Name

(R)-3-Boc-Aminopiperidine

CAS Number

309956783

Molecular Formula

C₁₀H₂₀N₂O₂

Molecular Weight

200.28 g/mol

Appearance

White to almost white powder to crystal

Melting Point

121.0–125.0 °C

Solubility

Soluble in ethanol, methanol

Storage Condition

2-8 °C


 

Application


(R)-3-Boc-aminopiperidine is a chemical substance, an organic synthesis intermediate and pharmaceutical intermediate, which can be used in laboratory organic synthesis processes and chemical and pharmaceutical R&D processes as an intermediate for the production of alogliptin and linagliptin to synthesize alogliptin benzoate.


 

Synthetic Route


General procedure for the synthesis of (R)-3-Boc-aminopiperidine using benzyl (R)-3-((tert-butoxycarbonyl)amino)piperidine-1-carboxylate as raw material: Add 46.8 g of benzyl (R)-3-((tert-butoxycarbonyl)amino)piperidine-1-carboxylate (Compound IV), 2.3 g of 10% wet palladium on carbon (water content 50%) and 320 mL of methanol into an autoclave. Replace the reaction system with nitrogen 3 to 4 times, raise the reaction temperature to 35 to 40°C under a hydrogen pressure of 0.3 to 0.4 MPa, and maintain the reaction for 2 hours. Monitor the reaction progress via Chemicalbook HPLC until the raw material is completely converted. After the reaction is completed, filter to remove the catalyst, and concentrate the filtrate until no distillate comes out. Add 23 mL of dichloromethane and 46 mL of petroleum ether to the concentrate, and heat up to 35~40°C. At this temperature, slowly add 325 mL of petroleum ether, and keep the temperature for 1 hour. Then slowly cool the reaction mixture to -5~0°C, and collect the solid product by filtration. Dry the solid at 40~45°C to obtain 26.7 g of white solid (R)-3-Boc-aminopiperidine with a yield of 95.4%.


 

Why Cosperpharm?


When your multi‑step synthesis demands reliable chiral building blocks with guaranteed enantiopurity, Cosperpharm delivers (R)-3-Boc-Aminopiperidine with the analytical rigor and documentation depth that pharmaceutical R&D requires.


 

Chiral integrity you can depend on. The R‑configuration at C3 is the defining feature of this molecule—any racemization or stereochemical erosion during synthesis or storage will compromise your downstream products. Our release protocol includes specific rotation verification, HPLC purity analysis, and identity confirmation to ensure your starting material meets the strictest enantiomeric specifications.

 

Protecting group strategy made simple. The Boc group offers orthogonal protection that is selectively removable under mild acidic conditions without affecting other sensitive functionalities. We provide detailed deprotection guidance and compatibility data to support your synthetic route optimization.

 

Documentation that supports your research. Every shipment includes a Certificate of Analysis (COA) with batch‑specific purity data, optical rotation, and chromatographic traceability. Custom quality documentation is available upon request.

 

Flexible supply for all scales. From gram‑level R&D quantities to kilogram‑scale process development batches, we supply (R)-3-Boc-Aminopiperidine with consistent quality across all lot sizes.

 

Contact Us


Looking for (R)-3-Boc-Aminopiperidine for your next synthesis? Cosperpharm is your trusted partner for chiral building blocks. Reach out today—whether you need research quantities or production lots, we deliver quality you can count on.


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