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CAS 637772-38-4, Cat. No EN300-1987789
Reagent for the synthesis of sulfamates and sulfamides

Hexafluoroisopropyl sulfamate

Hexafluoroisopropyl sulfamate (HFIPS) is a simple tool in sulfamates and sulfamides synthesis. The reagent is a bench-stable white crystalline powder, convenient for handling in simple experimental procedures1. It reacts readily with a broad scope of alcohols, amines, phenols, and anilines under mild reaction conditions2. The sole byproduct generated during the reaction is hexafluoroisopropanol (HFIP), that can be easily removed. After an optional aqueous workup and solvent evaporation, the reaction products can be isolated with high purity. HFIPS exhibits perfect selectivity to the targeted functional group and in the case of amino alcohols prefers the formation of sulfamides.

Synonyms: 1-(trifluoromethyl)-2,2,2-trifluoroethoxysulfonylamine; hexafluoroisopropyl sulfamate; HFIPS

Selected publication

  1. Hexafluoroisopropyl Sulfamate.

    Johnson J. W.; Sguazzin M. A.; Magolan J. Encyclopedia of Reagents for Organic Synthesis 2022, 1–4. DOI: 10.1002/047084289X.rn02436

  2. Carbonic Anhydrase Inhibitors: Inhibition of Transmembrane, Tumor-Associated Isozyme IX, and Cytosolic Isozymes I and II with Aliphatic Sulfamates.

    Winum J.-Y.; Vullo D.; Casini A.; Montero J.-L.; Scozzafava A.; Supuran C. T. J Med Chem 2003, 46 (25), 5471–5477. DOI: 10.1021/jm030911u

 

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