116246-53-8

Upstream product

• 164203-08-1 O--(2->6)-3,4-di-O-acetyl-2-azido-2-deoxy-D-galactopyranose trichloroacetimidate 
• 116246-48-1 allyl O--(2->6)-3,4-di-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside 
• 90405-18-8 Allyl-2-azido-2-desoxy-β-D-galactopyranosid 
• 21209-51-8 N-benzyloxycarbonyl-L-serine benzyl ester 
• 67670-69-3 N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester 

Downstream Products

• 114661-01-7 O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->6)-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine 
• 116246-54-9 O--(2->6)-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1->3)-N-(benzyloxycarbonyl)-L-serine benzyl ester 
• 116246-54-9 O--(2->6)-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-β-D-galactopyranosyl)-(1->3)-N-(benzyloxycarbonyl)-L-serine benzyl ester 

Relevant academic research and scientific papers

TOTAL SYNTHESIS OF 3-O--L-SERINE AND A STEREOISOMER

O-(5-Acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->6)-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine, a structural unit occuring in various submaxillary mucins, was sythesized for the first time by using O--(2->6)-3,4-di-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl trichloroacetimidate (13) and N-(benzyloxycarbonyl)-L-serine benzyl ester as the key intermediates.The trichloroacetimidate 13 was prepared by starting from two monosaccharide synthons, namely, allyl 2-azido-2-deoxy-β-D-galactopyranoside and methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosyl chloride)onate, which were coupled in the presence of silver triflate in tetrahydrofuran to give the desired α-(2->6)-linked disaccharide in moderate selectivity.