532430-81-2Relevant academic research and scientific papers
Simple synthesis of glycosylthiols and thioglycosides by rearrangement of O-glycosyl thionocarbamates
Komor,Kasprzycka,Pastuch-Gawo?ek,Szeja
, p. 37 - 42 (2014/08/18)
The synthesis of thioglycosides has been achieved in a high yielding process employing thionocarbamates prepared from protected reducing sugars and N-alkyl isothiocyanate in the presence of a non-nucleophilic base (K 2CO3). In the key step of the synthesis, thionocarbamates were treated with Lewis acid (TMSOTf) to give O,S-rearrangement products that were applied to the synthesis of both anomers of heteroaryl thioglycosides.
