129081-02-3

Upstream product

• 129171-17-1 S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thia-β-D-glucopyranoside 
• 129081-01-2 Phenyl 2,3-Di-O-benzyl-1-thio-β-D-glucopyranoside 

Downstream Products

• 125085-03-2 phenyl 2,3-di-O-benzyl-6-deoxy-1-thio-β-D-glucopyranoside 
• 129081-03-4 1,4-anhydro-2,3-di-O-benzyl-6-deoxy-6-phenylthio-α-D-glucopyranoside 
• 129081-01-2 Phenyl 2,3-Di-O-benzyl-1-thio-β-D-glucopyranoside 

Relevant academic research and scientific papers

Rapid Synthesis of l-Idosyl Glycosyl Donors from α-Thioglucosides for the Preparation of Heparin Disaccharides

A new methodology for the synthesis of the most challenging heparin building block has been developed. Orthogonally protected l-idosyl glycosyl donors were prepared by C5 epimerization of the corresponding thioglucosides using the hydroboration/oxidation method followed by a 4,6-acetal formation. The α-anomeric configuration was crucial, and the bulky C4 substituent was advantageous for the high l-ido diastereoselectivity. The 4,6-arylmethylene group proved to be a directing element in glycosylation, whereby stereoselective α-idosylation could be achieved by using idosyl donors without a C-2 participating group.

Syntheses of trisaccharide C-D-E and tetrasaccharide B-C-D-E fragments found in orthosomycins.

1,5-Anhydro-3-O-benzyl-2,6-dideoxy-4-O-(3,4-di-O-benzyl-2,6-dideoxy-beta -D- arabino-hexopyranosyl)-D-arabino-hex-1-enitol (17), which corresponds to the B-C fragment of various orthosomycins, was prepared from phenyl 2,3-di-O-benzyl-6-deoxy-4-O-(3,4-di-O