CAS · 149682-75-7
Product Overview
1-N-Boc-pyrrolidin-2-ylboronic acid is a high-purity pharmaceutical-intermediates supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Appearance | White to off-white solid |
|---|---|
| Purity (LC) | 95% min |
| 1H NMR | Confirms |
Applications
1-N-Boc-pyrrolidin-2-ylboronic acid (CAS 149682-75-7) is a highly versatile organoboron compound widely used as an intermediate in pharmaceutical, medicinal, and organic synthesis. It serves as a key building block in Suzuki–Miyaura cross-coupling reactions, enabling the construction of C–C bonds for the synthesis of complex heterocycles, arylated pyrrolidine derivatives, and bioactive molecules. In medicinal chemistry, it is employed to develop enzyme inhibitors, receptor modulators, and other therapeutic agents, where the pyrrolidine moiety contributes to target binding and pharmacokinetic properties. Additionally, the Boc-protected amine allows selective deprotection and functionalization, making it suitable for multi-step syntheses of peptides, heterocyclic scaffolds, and fluorinated or substituted analogs in drug discovery programs.
Benefits
The benefits of 1-N-Boc-pyrrolidin-2-ylboronic acid arise from its chemical stability, reactivity, and versatility. The boronic acid group is highly reactive in cross-coupling and condensation reactions, enabling efficient formation of complex carbon frameworks. The Boc-protecting group enhances amine stability during reactions and allows controlled deprotection under mild acidic conditions without affecting other functional groups. The pyrrolidine ring contributes steric and electronic features that are advantageous in medicinal chemistry and synthetic transformations. Furthermore, the compound is compatible with common organic solvents and catalytic systems, facilitating both laboratory-scale and industrial-scale syntheses.
Conclusion
1-N-Boc-pyrrolidin-2-ylboronic acid is a valuable organoboron intermediate with broad applications in pharmaceuticals, heterocyclic synthesis, and peptide chemistry. Its combination of a reactive boronic acid group, Boc-protected amine, and pyrrolidine ring allows selective transformations, efficient C–C bond formation, and versatile derivatization. By supporting the construction of complex bioactive molecules and advanced chemical frameworks, it remains an important reagent in research and industrial organic synthesis.
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