Latest Innovations

Breakthrough in Mitsunobu: A Bench-Stable, Universal Activator for Stereospecific SN2 of Alcohols

08 August 2025

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As a thoughtful research partner, AmBeed is thrilled to share a cutting-edge breakthrough in the Mitsunobu reaction (95% yield), recently published in Angew. Chem. Int. Ed. The key reagent is now in stock at AmBeed, and we hope this advancement inspires your ongoing work.

Product Description

BEHT triflate (A2871694, AmBeed) is a thermally stable, non-explosive, and cost-effective reagent for the stereospecific conversion of alcohols into amines. Acting as a Mitsunobu-type substitute, it mediates direct nucleophilic substitution of alcohols with amines under mild conditions, typically affording excellent yields and enantiomeric purity.

Innovation

1. Break Free from Synthesis Constraints

Compatible with nucleophiles regardless of pKa—including primary/secondary amines and more (Figure 2C).

2. Mild, Efficient & Universally Applicable

Gentle conditions via an SN2 pathway for facile alcohol activation, delivering higher efficiency. Its exceptional scope streamlines the synthesis of diverse amine derivatives (Figure 2C).

3. Guaranteed Stereospecificity

The BEHT triflate enables precise inversion of configuration, ideal for constructing α-chiral amines (Figure 2C).

4. Streamlined Purification: Fewer Impurities

The BEHT system produces fewer impurities, making downstream purification markedly easier.

Figure 2. A/B. The Classic Mitsunobu reaction. C. Direct conversion of alcohols into amines using BEHT Triflate.

AmBeed's Products Support Related Research

AmBeed supplies a complete range of high-purity starting materials and reagents for the synthetic route described above, including synthetic reagents, alcohols, and amines, fully meeting your experimental needs and powering your research forward.

Synthetic Reagents (25k+) - indispensable in medicinal chemistry for oxidation, reduction, protection/deprotection, and selective functionalization.

Alcohols (45k+) - exhibit various types of reactions, including oxidation, dehydration, substitution, esterification.

Amines (139k+) - act as nucleophiles, electrophiles, or intermediates in many reactions, including the Hofmann rearrangement, Lossen rearrangement, Mannich reaction, Mitsunobu reaction, Buchwald-Hartwig amination, and more.

References

[1]Bechara, W. S., Sagamanova, I. K., Thai-Savard, L., et al. Universal Reagent for Mild and Stereospecific Nucleophilic Substitution of Alcohols with Amines. Angew. Chem. Int. Ed. 2025, 64, e202420312.