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tert-Butyl N-[(3S)-piperidin-3-yl]carbamate
- CAS No.216854-23-8
- GradeIndustrial / Pharmaceutical
- Availability● In Stock
High-purity chiral building block used in the synthesis of advanced pharmaceutical intermediates, including antibacterial quinolones and kinase inhibitors.
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Product Overview
tert-Butyl N-[(3S)-piperidin-3-yl]carbamate is a high-value chiral amine intermediate widely employed in modern medicinal chemistry. This enantiomerically pure compound serves as a critical building block for the synthesis of structurally complex active pharmaceutical ingredients (APIs), particularly those targeting resistant bacterial infections and dysregulated kinase pathways. Its Boc-protected amine functionality offers excellent stability during multi-step syntheses while allowing for selective deprotection under mild acidic conditions.
Specifications
| Molecular Formula | C₁₀H₂₀N₂O₂ |
|---|---|
| Molecular Weight | 200.28 g/mol |
| Density | 1.02 g/cm³ |
| Boiling Point | 304.8°C at 760 mmHg |
| Melting Point | 122–127°C |
| Flash Point | 138.2°C |
| Refractive Index | 1.479 |
| Appearance | Colorless to yellow powder |
| Purity | ≥99.0% |
| Water Content | ≤0.5% |
Industrial Applications
This compound is primarily utilized as a key chiral intermediate in the production of next-generation therapeutic agents. Notable applications include:
- Synthesis of chiral aminopiperidinyl quinolone derivatives exhibiting potent activity against multidrug-resistant bacterial pathogens.
- Construction of alkynylpyrimidine amide scaffolds designed as orally bioavailable Tie-2 kinase inhibitors for oncology and angiogenesis-related research.
- Serving as a protected (S)-3-aminopiperidine equivalent in the manufacturing route of Linagliptin (CAS 668270-12-0), a dipeptidyl peptidase-4 (DPP-4) inhibitor used in diabetes management.
Its robust chemical profile and reliable stereochemical integrity make it indispensable for GMP-compliant API development pipelines requiring stringent quality control.
