141263-01-6Relevant articles and documents
Exploring glycosylation reactions under continuous-flow conditions
Cancogni, Damiano,Lay, Luigi
, p. 2873 - 2878 (2015/01/16)
The industrial development of carbohydrate-based drugs is greatly thwarted by the typical challenges inherent in oligosaccharide synthesis. The practical advantages of continuous-flow synthesis in microreactors (high reproducibility, easy scalability, and fast reaction optimization) may offer an effective support to make carbohydrates more attractive targets for drug-discovery processes. Here we report a systematic exploration of the glycosylation reaction carried out under microfluidic conditions. Trichloroacetimidates and thioglycosides have been investigated as glycosyl donors, using both primary and secondary acceptors. Each microfluidic glycosylation has been compared with the corresponding batch reaction, in order to highlight advantages and drawbacks of microreactors technology. As a significant example of multistep continuous-flow synthesis, we also describe the preparation of a trisaccharide by means of two consecutive glycosylations performed in interconnected microreactors.
Synthesis of trisaccharide methyl glycosides related to fragments of the capsular polysaccharide of Streptococcus pneumoniae type 18C
Van Steijn,Kamerling,Vliegenthart
, p. 229 - 245 (2007/10/02)
The synthesis is reported of methyl 3-0-(4-0-β-D-galactopyranosyl-α-D-glucopyranosyl)-α-L- rhamnopyranoside (1), methyl 2-0-α-D-glucopyranosyl-4-0-β-D-glucopyranosyl-β-D- galactopyranoside (3), methyl 3-0-(4-0-β-D-galactopyranosyl-α-D-glucopyranosyl)-α-L-