BEHT triflate

CAS 3075704-21-8, Cat. No EN300-52731206
Mitsunobu-type reagent

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(1,2-Bis(ethoxycarbonyl)hydrazineyl)triphenylphosphonium triflate (BEHT triflate) is a novel Mitsunobu-type reagent used for mild and stereospecific S_N2 substitution in alcohols¹. It enables one-step conversion of alcohols to α-chiral amines with high enantiospecificity and broad nucleophile compatibility, including amines, thiols, phenols, and carboxylic acids. The reagent is effective for introducing halide, azide, and cyanide groups. It has been used for the single-step synthesis of clopidogrel (Plavix®). BEHT triflate is an air-stable, non-explosive compound, easily prepared at a multigram scale. The ability to bypass classical Mitsunobu pKa limitations makes it a powerful tool for alkylation and amination in synthetic and medicinal chemistry.

Synonyms: (1,2-bis(ethoxycarbonyl)hydrazineyl)triphenylphosphonium triflate; [ethoxycarbonyl-(ethoxycarbonylamino)amino]-triphenylphosphanium trifluoromethanesulfonate