Piperazine-3,3,5,5-d4-N-t-BOC | CAS 1126621-87-1

OVERVIEW  of  Piperazine-3,3,5,5-d4-N-t-BOC | CAS 1126621-87-1
Piperazine-3,3,5,5-d4-N-t-BOC (CAS 1126621-87-1) is a partially deuterated, tert-butyloxycarbonyl (Boc)-protected piperazine derivative designed for use in synthetic organic chemistry, isotope labeling, and analytical research. In this compound, four specific hydrogen atoms on the piperazine ring are substituted with deuterium, while one nitrogen atom is protected with a Boc group, providing selective reactivity. This combination of isotopic labeling and Boc protection makes it an ideal reagent for mass spectrometry (MS) internal standards, NMR studies, and pharmaceutical intermediate synthesis where deuterium incorporation aids in kinetic or metabolic tracing.

CHEMICAL INFORMATION

• Name: Piperazine-3,3,5,5-d4-N-t-BOC

• Molecular Formula: C₉H₁₈D₄N₂O₂

• Molecular Weight: 190.28 g/mol

• CAS Number: 1126621-87-1

• Isotopic Labeling: Four deuterium atoms (positions 3,3,5,5 on the ring)

• Chemical Class: Deuterated cyclic diamine; Boc-protected secondary amine

• Stability: Stable under normal storage and handling conditions; moisture-sensitive

APPLICATIONS  of  Piperazine-3,3,5,5-d4-N-t-BOC | CAS 1126621-87-1

• Pharmaceutical and Medicinal Chemistry:
  Acts as a deuterium-labeled intermediate in the synthesis of piperazine-containing drug analogs and other bioactive molecules.

• Peptide and Organic Synthesis:
  The Boc-protection provides selective reactivity at the unprotected nitrogen, making it suitable for amide coupling, derivatization, and linker formation in multi-step synthesis.

• Mass Spectrometry (MS):
  Serves as a stable isotope internal standard, improving accuracy and reproducibility in quantitative LC–MS/MS analyses of related compounds.

• NMR Spectroscopy:
  Deuteration minimizes proton-related signals, enhancing spectral resolution and simplifying interpretation in ¹H and ¹³C NMR experiments.

• Metabolic and Kinetic Studies:
  Applied in hydrogen–deuterium exchange and reaction mechanism investigations to evaluate isotopic effects and metabolic stability.

• Isotopic Calibration and Labeling:
  Used as a calibration compound or precursor in custom-labeled molecule production for analytical and diagnostic applications.

ADVANTAGES  of  Piperazine-3,3,5,5-d4-N-t-BOC | CAS 1126621-87-1

• High isotopic enrichment (≥ 98 atom % D at labeled positions).

• Selective Boc protection enables precise synthetic manipulation.

• Excellent stability and purity for analytical and synthetic uses.

• Compatible with standard peptide coupling and organic reaction conditions.

• Non-radioactive, safe, and environmentally stable isotopic reagent.

HANDLING, STORAGE & SAFETY

• Handling: Use under inert atmosphere when possible to prevent hydrolysis of the Boc group. Avoid prolonged exposure to air or moisture.

• Storage: Keep in a cool (2–8 °C), dry, and sealed container, away from acids and oxidizers.

• Safety: Low toxicity; may cause mild irritation on contact. Use gloves, goggles, and standard protective equipment.

• Disposal: Dispose of in compliance with institutional and environmental chemical waste protocols.

QUALITY & SPECIFICATION

• Chemical Purity: ≥ 98 %

• Isotopic Enrichment: ≥ 98 atom % D (specific positions verified by NMR)

• Analytical Validation: Confirmed via ¹H NMR (signal suppression), ²H NMR, IR spectroscopy, and LC–MS

• Documentation: Certificate of Analysis (CoA) supplied with each batch for traceability

SUMMARY
Piperazine-3,3,5,5-d4-N-t-BOC (CAS 1126621-87-1) is a selectively deuterated Boc-protected cyclic diamine that combines structural stability, isotopic labeling precision, and synthetic versatility. Its partially deuterated backbone makes it valuable for NMR, MS, and tracer research, while the Boc group allows for controlled amine functionalization in complex synthetic schemes. This reagent is ideal for pharmaceutical synthesis, analytical calibration, and mechanistic studies, offering high isotopic purity, reproducibility, and safety for advanced research applications.