Cas no 208462-94-6 (Hntu 2-(Endo-5-Norbornene-2,3-Dicarboxymido)-1,1,3,3-tetramethyluronium Hexafluorophosphate)

HNTU (2-(Endo-5-Norbornene-2,3-Dicarboxymido)-1,1,3,3-tetramethyluronium Hexafluorophosphate) is a highly efficient coupling reagent used in peptide synthesis. Its key advantages include superior reactivity, particularly for sterically hindered amino acids, and reduced epimerization risk compared to traditional reagents like HBTU or HATU. The norbornene backbone enhances stability and solubility in organic solvents, facilitating smooth amide bond formation. HNTU's hexafluorophosphate counterion ensures good crystallinity and handling properties. It is particularly valuable in solid-phase peptide synthesis (SPPS) and fragment condensation, offering high yields and minimal side reactions. Its robust performance makes it a preferred choice for challenging peptide sequences.
Hntu 2-(Endo-5-Norbornene-2,3-Dicarboxymido)-1,1,3,3-tetramethyluronium Hexafluorophosphate structure
208462-94-6 structure
Product Name:Hntu 2-(Endo-5-Norbornene-2,3-Dicarboxymido)-1,1,3,3-tetramethyluronium Hexafluorophosphate
CAS No:208462-94-6
MF:C14H20F6N3O3P
MW:423.291085243225
MDL:MFCD08274617
CID:92407
PubChem ID:51341385
Update Time:2025-05-26

Hntu 2-(Endo-5-Norbornene-2,3-Dicarboxymido)-1,1,3,3-tetramethyluronium Hexafluorophosphate Chemical and Physical Properties

Names and Identifiers

    • O-(endo-5-Norbornene-2,3-dicarboximido)-N,N,N',N'-tetramethyluronium hexafluorophosphate
    • 2-(endo-5-norbornene-2,3-dicarboxymido)-1,1,3,3- tetramethyluroniumhexafluorophosphate
    • 2-(endo-5-Norbornene-2,3-dicarboxymido-1,1,3,3-tetramethyluroniumhexafluorophosphate (HNTU)
    • HNTU
    • 2-(3-NITROPHENYL)BENZO[D]IMIDAZO[2,1-B]THIAZOLE-3-CARBALDEHYDE
    • O-(5-Norbornene-2,3-dicarboxiMido)-N,N,N',N'-tetraMethyluroniuM Hexafluorophosphate
    • O-(endo-5-Norbornene-2,3-dicarboximido)-N,N,N′,N′-tetramethyluronium hexafluorophosphate
    • AK208753
    • 2-(endo-5-Norbornene-2,3-dicarboxymido)-1,1,3,3-tetramethyluroniumhexafluorophosphate
    • [dimethylamino-[[(1R,2S,6R,7S)-3,5-dioxo-4-azatricyclo[5.2.1.0^{2,6]dec-8-en-4-yl]oxy]methylidene]-dimethylazanium;hexafluorophosphate
    • O-(Bicyclo[2.2.1]hept-5-ene-2,3-dicarb
    • CS-W011644
    • 208462-94-6
    • Methanaminium, (dimethylamino)[(1,3,3a,4,7,7a-hexahydro-1,3-dioxo-4,7-methano-2H-isoindol-2-yl)oxy]dimethyl-, hexafluorophosphate(1-) (1:1)
    • O-(5-NORBORNENE-2,3-DICARBOXIMIDO)-N,N,N?,N?-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE
    • AKOS030214185
    • [dimethylamino-[(3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl)oxy]methylidene]-dimethylazanium;hexafluorophosphate
    • AC7739
    • [bis(dimethylamino)methylidene]({3,5-dioxo-4-azatricyclo[5.2.1.0(2),?]dec-8-en-4-yl})oxidanium hexafluorophosphate
    • O-(-[2,2,1]-5--2,3-)-n,n,n',n'
    • Hntu 2-(Endo-5-Norbornene-2,3-Dicarboxymido)-1,1,3,3-tetramethyluronium Hexafluorophosphate
    • MDL: MFCD08274617
    • Inchi: 1S/C14H20N3O3.F6P/c1-15(2)14(16(3)4)20-17-12(18)10-8-5-6-9(7-8)11(10)13(17)19;1-7(2,3,4,5)6/h5-6,8-11H,7H2,1-4H3;/q+1;-1
    • InChI Key: GOTDTGXRAJEDHP-UHFFFAOYSA-N
    • SMILES: [P-](F)(F)(F)(F)(F)F.O(/C(/N(C)C)=[N+](\C)/C)N1C(C2C3C=CC(C3)C2C1=O)=O

Computed Properties

  • Exact Mass: 423.11500
  • Monoisotopic Mass: 423.115
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 10
  • Heavy Atom Count: 27
  • Rotatable Bond Count: 3
  • Complexity: 554
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 4
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 52.9

Experimental Properties

  • Color/Form: White powder
  • Melting Point: 218-226°C
  • PSA: 66.45000
  • LogP: 3.23510
  • Solubility: Not determined

Hntu 2-(Endo-5-Norbornene-2,3-Dicarboxymido)-1,1,3,3-tetramethyluronium Hexafluorophosphate Security Information

Hntu 2-(Endo-5-Norbornene-2,3-Dicarboxymido)-1,1,3,3-tetramethyluronium Hexafluorophosphate Pricemore >>

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Hntu 2-(Endo-5-Norbornene-2,3-Dicarboxymido)-1,1,3,3-tetramethyluronium Hexafluorophosphate Suppliers

Amadis Chemical Company Limited
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Audited Supplier Audited Supplier
(CAS:208462-94-6)Hntu 2-(Endo-5-Norbornene-2,3-Dicarboxymido)-1,1,3,3-tetramethyluronium Hexafluorophosphate
Order Number:A879385
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 10:00
Price ($):343.0

Hntu 2-(Endo-5-Norbornene-2,3-Dicarboxymido)-1,1,3,3-tetramethyluronium Hexafluorophosphate Related Literature

Additional information on Hntu 2-(Endo-5-Norbornene-2,3-Dicarboxymido)-1,1,3,3-tetramethyluronium Hexafluorophosphate

Comprehensive Overview of HNTU (2-(Endo-5-Norbornene-2,3-Dicarboxymido)-1,1,3,3-tetramethyluronium Hexafluorophosphate, CAS 208462-94-6)

HNTU (2-(Endo-5-Norbornene-2,3-Dicarboxymido)-1,1,3,3-tetramethyluronium Hexafluorophosphate, CAS 208462-94-6) is a highly specialized peptide coupling reagent widely utilized in organic synthesis and pharmaceutical research. Its unique molecular structure, featuring a norbornene backbone and hexafluorophosphate counterion, enables efficient amide bond formation, making it indispensable in solid-phase peptide synthesis (SPPS) and bioconjugation. Researchers favor HNTU for its low racemization rates and compatibility with sensitive amino acid derivatives, aligning with the growing demand for high-purity peptides in drug development.

In recent years, the surge in interest around targeted therapeutics and precision medicine has spotlighted reagents like HNTU. Its role in synthesizing peptide-based drugs, such as GLP-1 analogs and anticancer peptides, addresses key industry challenges like batch consistency and scalability. A 2023 study highlighted its superiority over traditional reagents (e.g., HBTU) in minimizing epimerization during macrocyclization—a critical factor for bioactive peptide stability. This positions HNTU as a cornerstone for innovations in biologics manufacturing.

The green chemistry movement further amplifies HNTU's relevance. Unlike older-generation reagents, it generates fewer toxic byproducts and exhibits higher atom economy, resonating with sustainable synthesis trends. Laboratories adopting HNTU report reduced solvent waste and improved reaction yields, addressing frequent search queries like "eco-friendly peptide coupling methods". Its moisture stability also simplifies storage, a practical advantage for high-throughput screening workflows.

From a technical perspective, HNTU’s mechanism involves activating carboxylic acids via its uronium moiety, forming reactive O-acylisourea intermediates. This process is particularly effective for sterically hindered residues (e.g., N-methylated amino acids), a feature frequently cited in forums discussing "difficult peptide sequences". Comparative studies note its faster activation kinetics than PyBOP, with broader pH tolerance—crucial for ligand-directed conjugation in antibody-drug conjugates (ADCs).

Emerging applications in materials science further diversify HNTU's utility. Its norbornene group participates in click chemistry reactions, enabling polymer functionalization for drug-eluting coatings and biodegradable hydrogels. Such versatility aligns with trending searches like "multifunctional crosslinkers for biomaterials", underscoring its interdisciplinary value. As AI-driven molecular design accelerates, HNTU’s predictable reactivity profile makes it a preferred choice for automated synthesis platforms.

Quality control protocols for HNTU emphasize HPLC purity (>98%) and low heavy metal content, meeting stringent GMP standards. These specifications cater to regulatory demands in clinical-stage peptide production, a topic dominating pharma industry discussions. Storage recommendations (-20°C under argon atmosphere) and handling guidelines are frequently updated in technical datasheets, reflecting user concerns about "reagent degradation prevention".

In conclusion, HNTU (CAS 208462-94-6) represents a paradigm shift in peptide synthesis technology, bridging gaps between efficiency, sustainability, and innovation. Its expanding role in biopharmaceuticals and advanced materials ensures continued relevance, while its user-friendly properties address practical pain points voiced across research communities. As the field evolves, HNTU remains a critical tool for scientists tackling tomorrow’s therapeutic and engineering challenges.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:208462-94-6)Hntu 2-(Endo-5-Norbornene-2,3-Dicarboxymido)-1,1,3,3-tetramethyluronium Hexafluorophosphate
A879385
Purity:99%
Quantity:100g
Price ($):343.0
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