1,2,3-Oxathiazolidine 2,2-dioxide is a five-membered O-S-N cyclic sulfamidate bearing an electron-withdrawing SO₂ group.

Its Boc-protected derivative is a high-performance
Boc-aminoethylation reagent widely used in medicinal chemistry.
The strained ring serves as an internally activated electrophile: nucleophilic attack induces ring-opening with SO₂ extrusion, delivering Boc-aminoethyl groups efficiently under mild conditions.

This reagent eliminates over-alkylation drawbacks and harsh reaction conditions seen with conventional ethylating agents. It also supports efficient N-alkylation of challenging heterocycles, facile construction of piperazine/morpholine fused rings, and stereoselective incorporation of chiral aminoethyl moieties.

As an indispensable alkylating building block for modern drug discovery, it is fully developed at Chemscene. A broad selection of derivatives is available, with select products scalable to hundred-kilogram quantities.

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Originally posted on LinkedIn: 2026-05-11 (UTC; date derived from the LinkedIn activity ID).

Source: ChemScene on LinkedIn