89017-95-8

Basic information

• Product Name: N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-leucin-2-iodethylester
• Synonyms: N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-leucin-2-iodethylester
• CAS NO: 89017-95-8
• Molecular Weight: 1084.91
• Mol File: 89017-95-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-leucin-2-iodethylester(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-leucin-2-iodethylester(89017-95-8)
• EPA Substance Registry System: N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-leucin-2-iodethylester(89017-95-8)

Safety Data

• Hazardous Substances Data: 89017-95-8(Hazardous Substances Data)

Upstream product

• 88962-64-5 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-leucin-2-bromethylester 
• 14218-11-2 2,3,4,6-tetra-O-benzoylglucosyl bromide 
• 61-90-5 L-leucine 
• 1145-80-8 N-(benzyloxycarbonyl)-L-serine 
• 79121-22-5 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-serin-2-iodethylester 
• 79134-71-7 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl)-L-serin-2-bromethylester 
• 79121-23-6 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-serin 
• 88962-29-2 N-Benzyloxycarbonyl-L-seryl-L-leucin-2-bromethylester 
• 88962-23-6 Leucin-2-bromethylester-hydrochlorid 

Downstream Products

• 88962-79-2 C₅₁H₅₀N₂O₁₅ 
• 88962-72-5 N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-leucyl-L-phenylalanin-2-bromethylester 

Relevant articles and documents

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.