In the realm of chemical synthesis, understanding the intrinsic properties and diverse applications of key reagents is fundamental for innovation. N-Boc-O-tosyl hydroxylamine (CAS: 105838-14-0) stands out as a highly valuable compound, widely employed in organic chemistry, particularly for its role as an efficient electrophilic nitrogen source. Its well-defined chemical structure and reactivity profile make it an indispensable tool for researchers and industrial chemists alike. As a premier N-Boc-O-tosyl hydroxylamine manufacturer and supplier, NINGBO INNO PHARMCHEM CO.,LTD. is dedicated to providing this essential reagent with exceptional quality and reliability.

Chemical Properties of N-Boc-O-Tosyl Hydroxylamine

N-Boc-O-tosyl hydroxylamine is characterized as a white solid, signifying its stable and crystalline nature at room temperature. Its molecular formula is C12H17NO5S, with a molecular weight of 287.33 g/mol. The compound's structure is adorned with a Boc (tert-butyloxycarbonyl) protecting group and a tosyl (p-toluenesulfonyl) moiety attached to a hydroxylamine core. This specific arrangement enhances its reactivity and selectivity in chemical reactions. Key properties include its utility in N-amination reactions, where it acts as a safe and effective donor of nitrogen atoms. While melting point information varies slightly across sources (around 97-102 °C with decomposition), its solid form and generally stable handling characteristics are crucial for laboratory use.

Key Uses and Applications

The primary application of N-Boc-O-tosyl hydroxylamine lies in organic synthesis, especially for the N-amination of aryl and alkyl amines. This reaction is a cornerstone for creating a vast array of nitrogen-containing compounds, including many that are vital in pharmaceuticals and agrochemicals. Researchers often employ it for its ability to introduce amino groups under mild conditions, preserving the integrity of other sensitive functional groups within a molecule. This makes it an excellent choice for selective amine protection during complex synthetic routes.

In pharmaceutical development, N-Boc-O-tosyl hydroxylamine serves as a critical intermediate. Medicinal chemists utilize it to synthesize novel drug candidates and to build complex molecular scaffolds that are characteristic of many APIs. Its consistent performance and high purity (often specified as ≥ 95% GC) are essential for reproducible results in drug discovery and development pipelines. If you need to buy N-Boc-O-tosyl hydroxylamine for your research, ensuring high purity from a reliable supplier is paramount.

Beyond these core areas, N-Boc-O-tosyl hydroxylamine also finds applications in bioconjugation chemistry, where it aids in linking biomolecules for advanced drug delivery systems and diagnostics. Its potential use in material science for creating functional polymers further underscores its versatility.

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