Scheme 1 | Communications Chemistry

Scheme 1

From: Development of ketalized unsaturated saccharides as multifunctional cysteine-targeting covalent warheads

Scheme 1

The discovery of oxazolinosene and its thiol-ene reaction under physiological conditions. (a) The oxazolinosenes were stereoselectively synthesized via a one-step reaction of nitriles with saccharides and conveniently converted into a series of α, β-unsaturated ketone N-glycosides. (b) The acetyl group of the ketal moiety on the saccharide ring can be converted to other carboxylic acids in a one-pot synthesis. In this way, the loaded acid can be click-released during cysteine conjugation.

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