79121-22-5

Upstream product

• 79134-71-7 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl)-L-serin-2-bromethylester 
• 79134-70-6 N-Benzyloxycarbonyl-L-serine 2-bromoethyl ester 
• 14218-11-2 2,3,4,6-tetra-O-benzoylglucosyl bromide 

Downstream Products

• 79121-23-6 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-serin 
• 88962-72-5 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-leucyl-L-phenylalanin-2-bromethylester 
• 88962-71-4 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-valyl-L-phenylalanin-2-bromethylester 
• 88962-73-6 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-phenylalanyl-L-valin-2-bromethylester 
• 88962-74-7 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-phenylalanin-2-iodethylester 
• 88962-65-6 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-phenylalanin-2-bromethylester 
• 88962-70-3 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-alanyl-glycin-2-bromethylester 
• 89017-95-8 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-leucin-2-iodethylester 
• 88962-64-5 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-leucin-2-bromethylester 
• 88962-76-9 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-valin-2-iodethylester 
• 88962-63-4 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-valin-2-bromethylester 
• 88962-75-8 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-alanin-2-iodethylester 
• 88962-80-5 C₅₄H₄₈N₂O₁₅ 
• 88962-79-2 C₅₁H₅₀N₂O₁₅ 

Relevant academic research and scientific papers

Glycopeptide Synthesis: Selective C-terminal Deblocking and Peptide Chain Elongation of Glucosylserine Derivatives

Benzyloxycarbonyl-(Z-)serine 2-bromoethyl ester (3b) reacts with 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl bromide (14) to give the glucosylserine ester 15.After conversion into the corresponding 2-iodoethyl ester 23 the carboxylic group is deblocked selectively by reductive elimination using zinc.In this procedure the Z and the carbohydrate protective functions as well as the sensitive O-glycoside bond remain unaffected.The glycosylserine 24 is condensed with amino acid 2-bromoethyl esters 2 to form protected glycodipeptide 2-bromoethyl esters 18 which are extended to give glycotripeptide esters 25 after selective carboxyl deblocking.Whereas protected serine dipeptides 5 are glycosylated with 14 to form the conjugates 18, the glycosylation of the serine tripeptides 10 was not successful.