DMTMM tetrafluoroborate (BF₄⁻)

Overview

DMTMM·BF₄ (4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium tetrafluoroborate) is a highly efficient, water-compatible coupling reagent for the formation of amide and ester bonds. Compared with traditional carbodiimide systems, DMTMM·BF₄ offers cleaner reactions, reduced epimerization, and excellent performance in both solution-phase and solid-phase synthesis.

Its tetrafluoroborate counterion provides a good balance of solubility and stability, making DMTMM·BF₄ a robust choice for demanding synthetic applications in peptide chemistry, small-molecule API development, and conjugation workflows.

Key Advantages

High Coupling Efficiency

Promotes rapid formation of amide bonds between carboxylic acids and amines, including sterically hindered and poorly reactive substrates.

Low Epimerization

Mild activation conditions help minimize racemization at stereocenters, critical for peptide and chiral small-molecule synthesis.

Aqueous & Mixed-Solvent Compatibility

Functional in DMF, NMP, DMSO, and also in water or water/organic mixtures, simplifying workups and enabling bioconjugation protocols.

Clean Reaction Profiles

Typically generates easily removable byproducts, facilitating downstream purification and improving isolated yields.

Stable, Easy-to-Handle Salt

The BF₄⁻ counterion provides good stability and handling characteristics while maintaining excellent solubility in polar aprotic media.

Applications

Peptide Synthesis

• Solid-phase and solution-phase peptide bond formation
• Difficult couplings involving sterically hindered, β-branched, or N-methyl amino acids
• Late-stage couplings in complex peptide sequences

Amide Bond Formation in Small Molecules

• API and intermediate synthesis where high purity and low epimerization are essential
• Library synthesis and medicinal chemistry campaigns

Bioconjugation & Labeling

• Coupling of carboxyl- and amine-bearing biomolecules (e.g., peptides, linkers, small-molecule tags) in aqueous or mixed aqueous media

Polymer & Material Functionalization

• Surface and polymer modification via formation of stable amide linkages

Available Forms

We supply DMTMM·BF₄ as a high-purity coupling reagent in a range of pack sizes suitable for:

• R&D and process development (gram to multi-100 g scale)
• Pilot and commercial manufacturing (multi-kilogram scale)
• Custom specifications (e.g., moisture limits, assay methods, packaging under inert atmosphere) are available on request.

Technical Information

Our DMTMM·BF₄ is manufactured under controlled conditions with rigorous quality control to ensure consistent performance:

• Typical purity: ≥99% (HPLC or qNMR, depending on spec)
• Identity confirmation (e.g., ¹H NMR, ¹³C NMR, MS)
• Water content by Karl Fischer titration
• Residual solvent and impurity profiling as required

Detailed analytical data are provided on the Certificate of Analysis (CoA).

Quality Assurance

Each batch is released under a documented quality system and includes:

• Confirmed identity and purity
• Moisture content
• Appearance and solubility check
• Batch-to-batch consistency review

Additional regulatory documentation (e.g., residual solvent statements) can be provided for regulated applications.

Important Safety Information

⚠️ Warning: DMTMM·BF₄ is a reactive coupling reagent intended for use only by trained professionals in appropriate laboratory or manufacturing environments. Handle with suitable PPE (gloves, safety glasses, lab coat) and use in a well-ventilated area or fume hood. Avoid contact with moisture and incompatible reagents. Refer to the product SDS for complete safety, handling, and disposal information.