AI Article Synopsis
- A new method has been created for producing the saccharomicin B component, specifically the d-saccharosamine-l-rhamnose-d-fucose (Sac-Rha-Fuc) trisaccharide.
- * The synthesis of the Sac monosaccharide involves a complicated nine-step process starting from d-rhamnal, achieving a 23% overall yield.
- * The β-linked Sac-Rha disaccharide was formed using 1-O-TBS Sac donors and then combined with a Fuc acceptor to make a fully functionalized trisaccharide for further development into saccharomicin B.
Article Abstract
A synthetic route has been developed for constructing the d-saccharosamine-l-rhamnose-d-fucose (Sac-Rha-Fuc) trisaccharide fragment present in the antibacterial natural product saccharomicin B. The Sac monosaccharide was synthesized through a modified nine step procedure starting from d-rhamnal in 23% overall yield. 1- O-TBS Sac donors were used to construct the β-linked Sac-Rha disaccharide. This disaccharide was coupled to a Fuc acceptor under BSP/TfO conditions to afford a trisaccharide properly functionalized for elaboration to saccharomicin B.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6094934 | PMC |
| http://dx.doi.org/10.1021/acs.orglett.8b02028 | DOI Listing |
Publication Analysis
Top Keywords
stereospecific synthesis
4
synthesis saccharosamine-rhamnose-fucose
4
saccharosamine-rhamnose-fucose fragment
4
fragment saccharomicin
4
saccharomicin synthetic
4
synthetic route
4
route developed
4
developed constructing
4
constructing d-saccharosamine-l-rhamnose-d-fucose
4
d-saccharosamine-l-rhamnose-d-fucose sac-rha-fuc
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!