130841-48-4

Upstream product

• 130841-39-3 benzyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2,3-dehydro-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonate 
• 100-39-0 benzyl bromide 
• 125288-69-9 5-acetamido-4,7,8,9-tetra-O-benzyl-2,3-dehydro-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonic acid 
• 130841-49-5 (2R,3R,4R,5S,6R)-5-Acetylamino-4-benzyloxy-2-hydroxy-3-phenylsulfanyl-6-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester 

Downstream Products

• 187330-07-0 (2S,3S,4R,5S,6R)-2-Acetoxy-5-acetylamino-4-benzyloxy-3-phenylsulfanyl-6-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester 
• 187330-08-1 (2R,3S,4R,5S,6R)-5-Acetylamino-4-benzyloxy-2-methylsulfanyl-3-phenylsulfanyl-6-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

A new strategy for stereoselective synthesis of sialic acid-containing glycopeptide fragment

Sialic acid donor 5, which has a thiophenyl group as a stereocontrolling auxiliary and thiomethyl group as a leaving group was prepared and subjected to model glycosylation. Reactions with acceptor substrates 6, 7, and 8 gave coupled products 9b, 10b, and 11b, respectively, in a higher efficiency than previously observed for the bromide 1a. This reaction was further applied to the synthesis of protected glyco-amino acid fragment 12, that is strategically designed for the synthesis of sialic acid containing glycopeptides.