4 article(s) from Pereira, Claney L
Graphical Abstract
Figure 1: Streptococcus pneumoniae 9V repeating unit. The numbers refer to the version concerning the structu...
Scheme 1: Retrosynthesis of Streptococcus pneumoniae 9V deacetylated (4) and acetylated (5) repeating units.
Scheme 2: Synthesis of trisaccharide acceptor 25.
Scheme 3: Synthesis of disaccharide 29.
Scheme 4: Synthesis of the pentasaccharide repeating unit oligosaccharide antigens without C-6 O-acetate (4) ...
Graphical Abstract
Scheme 1: DBDMH as promotor for automated glycan assembly. Modules: a) acidic wash; b) glycosylation using DB...
Scheme 2: Hydrolysis of glycosyl selenide 17 with DBDMH.
Graphical Abstract
Figure 1: Structure of the S. pneumoniae serotype 12F capsular polysaccharide repeating unit [15].
Scheme 1: Retrosynthetic analyses of the S. pneumoniae hexasaccharide 1.
Scheme 2: Attempted synthesis of mannosazide building block 15. Reagents and conditions: (a) levulinic acid, ...
Scheme 3: Synthesis of mannosazide building block 18. Reagents and conditions: (a) TBSCl, imidazole, DCM, 0 °...
Scheme 4: Synthesis of the reducing-end trisaccharide 3. Reagents and conditions: (a) TMSOTf, (CH3CH2)2O/CH2Cl...
Scheme 5: Synthesis of monosaccharide building blocks 8, 9 and 26. Reagents and conditions: (a) acetic anhydr...
Scheme 6: Synthesis of the non-reducing end trisaccharide 2. Reagents and conditions: (a) TMSOTf, CH2Cl2, −30...
Scheme 7: Attempted synthesis of hexasaccharide repeating unit 36 via a convergent [3 + 3] glycosylation stra...
Scheme 8: Linear assembly of fully protected hexasaccharide 51. Reagents and conditions: (a) DDQ, CH2Cl2/MeOH...
Scheme 9: Global deprotection to furnish S. pneumonia serotype 12F repeating unit hexasaccharide 1. Reagents ...
Graphical Abstract
Figure 1: Disaccharide repeating unit of the S. pneumoniae serotype 3 CPS.
Figure 2: Building blocks and solid support for the automated solid-phase synthesis of S. pneumoniae serotype...
Scheme 1: Attempted assembly of SP3 trisaccharide 5 using glycosyl phosphate building blocks 1 and 2. Reagent...
Figure 3: HPLC chromatogram of the crude products of the attempted AGA of SP3 trisaccharide 5; conditions: YM...
Scheme 2: Attempted AGA of SP3 trisaccharide 9 using glycosyl phosphate building blocks 1 and 3. Reagents and...
Figure 4: HPLC chromatogram of the crude products of the attempted AGA of SP3 trisaccharide 9; conditions: YM...
Scheme 3: Automated synthesis of linker-bound glucuronic acid 10 using glycosyl phosphate building block 1. R...
Scheme 4: Automated synthesis of SP3 trisaccharide 5 using glycosyl phosphate building blocks 1 and 2. Reagen...
Figure 5: HPLC chromatogram of the crude products of the automated solid-phase SP3 trisaccharide 5 synthesis;...
Scheme 5: Global deprotection of SP3 trisaccharide 5. Reagents and conditions: a) LiOH, H2O2, THF, −5 °C to r...