601493-40-7

Upstream product

• 6553-96-4 2,4,6-triisopropylphenylsulfonyl chloride 
• 601493-39-4 (1R,2S,3R,4R,5R)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-6-allyloxymethyl-3,5-dihydroxy-tetrahydro-pyran-2-yloxy)-6,8-dioxa-bicyclo[3.2.1]octane-3,4-diol 
• 601493-38-3 2,4-di-O-acetyl-3,6-di-O-allyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-acetyl-1,6-anhydro-β-D-glucopyranose 

Downstream Products

• 601493-44-1 3,6-di-O-allyl-2,4-di-O-benzyl-β-D-galactopyranosyl-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose 
• 601493-43-0 3,6-di-O-allyl-2,4-di-O-benzyl-β-D-galactopyranosyl-(1->4)-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose 
• 601493-42-9 3,6-di-O-allyl-2,4-di-O-benzyl-β-D-galactopyranosyl-(1->4)-1,6:2,3-dianhydro-β-D-mannopyranose 
• 175786-79-5 2,4-di-O-benzyl-β-D-galactopyranosyl-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose 

Relevant academic research and scientific papers

An efficient synthesis of a biantennary sialooligosaccharide analog using a 1,6-anhydro-β-lactose derivative as a key synthetic block

An efficient and versatile method for the synthesis of a biantennary octasaccharide derivative was established by combined chemical and enzymatic manipulations of 1,6-anhydro-β-lactose as a key starting material. A key 1,6-anhydro-β-lactose derivative having two unprotected hydroxyl groups at C-3′ and C-6′ positions was prepared and employed for the chemical coupling reaction with a known 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl imidate to afford a tetrasaccharide derivative with two GlcNAc branches in 69% yield. Enzymatic galactosylation using UDP-Gal with a bovine milk β1,4-galactosyltransferase and subsequent sialylation with a recombinant α2,3-sialyltransferase in the presence of CMP-Neu5Ac proceeded smoothly and gave a desired model compound, a bivalent sialooctasaccharide (1), in 73% overall yield from the tetrasaccharide intermediate.