152964-77-7

Upstream product

• 100-39-0 benzyl bromide 
• 152964-71-1 ethyl 2,3-di-O-benzyl-1-thio-β-D-galactopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 215371-44-1 ethyl 2,6-di-O-benzyl-1-thio-β-D-galactopyranoside 
• 131564-36-8 ethyl (S)-4,6-O-benzylidene-1-thio-β-D-galactopyranoside 
• 172275-99-9 ethyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-galactopyranoside 

Downstream Products

• 1415590-82-7 methyl 2,3,4-tri-O-benzyl-6-O-(2,3,6-tri-O-benzyl-4-O-picoloyl-β-D-galactopyranosyl)-α-D-glucopyranoside 
• 1415590-81-6 methyl 2,3,4-tri-O-benzyl-6-O-(2,3,6-tri-O-benzyl-4-O-picoloyl-α-D-galactopyranosyl)-α-D-glucopyranoside 
• 1415590-80-5 methyl 2,3,4-tri-O-benzyl-6-O-(2,3,6-tri-O-benzyl-4-O-picolinyl-β-D-galactopyranosyl)-α-D-glucopyranoside 
• 1415590-79-2 methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside 
• 1415590-61-2 ethyl 2,3,6-tri-O-benzyl-4-O-picoloyl-1-thio-β-D-galactopyranoside 
• 1415590-60-1 ethyl 2,3,6-tri-O-benzyl-4-O-picolinyl-1-thio-β-D-galactopyranoside 
• 1083236-94-5 ethyl 4-O-tert-butoxycarbonyl-2,3,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 
• 438189-35-6 Phosphoric acid (2R,3R,4S,5R,6S)-5-acetylamino-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester dibenzyl ester 
• 438189-34-5 Phosphoric acid (2R,3R,4S,5R,6S)-5-azido-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester dibenzyl ester 
• 345197-26-4 Ethyl 4-acetamido-2,3,6-tri-O-benzyl-4-deoxy-1-thio-β-D-glucopyranoside 
• 345197-25-3 (2S,3R,4S,5R,6S)-3-Azido-4,5-bis-benzyloxy-2-benzyloxymethyl-6-ethylsulfanyl-tetrahydro-pyran 
• 247922-02-7 ethyl 3-O-acetyl-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 

Relevant academic research and scientific papers

Total synthesis of a Streptococcus pneumoniae serotype 12F CPS repeating unit hexasaccharide

The Gram-positive bacterium Streptococcus pneumoniae causes severe disease globally. Vaccines that prevent S. pneumoniae infections induce antibodies against epitopes within the bacterial capsular polysaccharide (CPS). A better immunological understanding

VACCINES AGAINST STREPTOCOCCUS PNEUMONIAE SEROTYPE 8

The present invention relates to synthetic saccharides of general formula (I) that are related to Streptococcuspneumoniae serotype 8 capsular polysaccharide, conjugates thereof and the use of said saccharides and conjugates for raising a protective immune response in a human and/or animal host. Furthermore, the synthetic saccharide structures of general formula (I) are useful as marker in immunological assays for detection of antibodies against Streptococcuspneumoniae bacteria.

The presence of water improves reductive openings of benzylidene acetals with trimethylaminoborane and aluminium chloride

The acidic reagent formed in situ from anhydrous AlCl3 and H2O in 3:1 ratio is much more efficient for the reductive openings of the cyclic benzylidene acetals with Me3N·BH3 in tetrahydrofurane than the AlClsub

PARTIAL SUBSTITUTION OF THIOGLYCOSIDES BY PHASE TRANSFER CATALYZED BENZOYLATION AND BENZYLATION

Partial substitution by phase transfer catalysis giving monobenzoylated and monobenzylated products from 2,3- and from 4,6-diols in ethyl 1-thio-D-hexopyranosides with the β-gluco, β-galacto- and α-manno-configurations are described.Two disaccharide thiog