Intermediates

tert-Butyl N-Hydroxycarbamate

  • CAS No.36016-38-3
  • GradeIndustrial / Pharmaceutical
  • Availability● In Stock

High-purity tert-Butyl N-hydroxycarbamate (CAS 36016-38-3), a key protected hydroxylamine derivative widely used as a building block in advanced organic synthesis and pharmaceutical intermediates.

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Product Technical Details

Product Overview

tert-Butyl N-Hydroxycarbamate, commonly known as N-Boc-hydroxylamine, is a versatile protected form of hydroxylamine widely employed in synthetic organic chemistry. With the CAS number 36016-38-3 and molecular formula C5H11NO3, this compound serves as a critical reagent for the controlled introduction of N–O functionalities into complex molecular architectures. Its tert-butoxycarbonyl (Boc) protecting group ensures stability during multi-step syntheses while allowing for selective deprotection under mild acidic conditions.

Specifications

Molecular FormulaC5H11NO3
Molecular Weight133.15 g/mol
Melting Point53–55 °C (lit.)
Boiling Point250.4 °C at 760 mmHg
Density1.101 g/cm³
Refractive Index1.4985 (21 °C)
AppearanceWhite to light yellow crystalline solid
Purity≥98%
Water Content≤0.7%

Industrial Applications

As a specialty intermediate, tert-Butyl N-hydroxycarbamate is primarily utilized in the synthesis of oximes, nitrones, and other nitrogen-oxygen containing motifs prevalent in active pharmaceutical ingredients (APIs) and agrochemicals. Its role in enabling chemoselective transformations makes it invaluable in medicinal chemistry workflows, particularly in the development of neurological therapeutics and complex organic synthesis pathways. The Boc protection strategy minimizes side reactions and enhances yield in sensitive reactions involving electrophiles or reducing agents.

Key advantages of this intermediate include:

  • High chemical stability under neutral and basic conditions
  • Controlled deprotection using standard acidic protocols (e.g., TFA or HCl)
  • Compatibility with a wide range of functional groups in multi-step syntheses
  • Consistent batch-to-batch quality suitable for GMP-aligned processes

Handling and Storage

This product should be stored at 2–8 °C in a tightly sealed container, protected from moisture and light. It is recommended to keep it in a cool, dry environment to maintain long-term stability and performance. Packaging is typically provided in 25 kg drums, with custom options available upon request.