130052-62-9

Upstream product

• 7511-40-2 methyl 2,3,4-tri-O-acetyl-6-O-trityl-α-D-glucopyranoside 
• 130052-60-7 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-galactopyranosyl thiocyanate 
• 53872-78-9 3,4,6-tetra-O-acetyl-2-O-benzyl-α-D-galactopyranosyl bromide 
• 53872-77-8 1,3,4,6-Tetra-O-acetyl-2-O-benzyl-α-D-galactopyranose 
• 127066-72-2 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranosyl-1-deoxy-1-thiocyanate 
• 18031-51-1 methyl 2,3,6-tri-O-acetyl-α-D-glucopyranoside 

Relevant academic research and scientific papers

On the stereoselectivity of glycosidation of thiocyanates, thioimidates, and thioglycosides

Comparative side-by-side glycosylation studies demonstrated that glycosyl thiocyanates, thioimidates, and thioglycosides provide comparative stereoselectivities in glycosylations. Very high α-stereoselectivity that was previously recorded for glycosyl thiocyanates can be achieved, but only if glycosyl acceptors are equipped with electron-withdrawing acyl substituents. Partially benzylated glycosyl acceptors provided relatively modest stereoselectivity, which was on a par with other common glycosyl donors. Accordingly, thioimidates and thioglycosides showed high stereoselectivity similarly to that of thiocyanates with different classes of acylated primary and secondary glycosyl acceptors.

A new stereospecific method for 1,2-cis-glycosylation

A new stereospecific method for 1,2-cis-glycosylation involves the reaction of 1,2-trans-glycosyl thiocyanates with sugar trityl ethers in the presence of triphenylmethylium perchlorate.The method has been applied to give disaccharide derivatives with (1->6), (1->4), (1->3), and (1->2) linkages.