Synthesis of 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-d-glucopyranosylamine and dimer formation

Autor:	Walter Korytnyk, Brajeswar Paul
Rok vydání:	1978
Předmět:	chemistry.chemical_compound chemistry Stereochemistry Dimer Organic Chemistry General Medicine Spectroscopy Biochemistry Probable mechanism Glycopeptide Analytical Chemistry Ion
Zdroj:	Carbohydrate Research. 67:457-468
ISSN:	0008-6215
DOI:	10.1016/s0008-6215(00)84133-6
Popis:	the synthesis of 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β- d -glucopyranosylamine (2), the key intermediate in glycopeptide synthesis, has been improved. The dimerization of 2 has been studied as a model for its activity in biological systems. The formation of β,⨿ and α,β dimers from 2 and their interconversions could be readily followed by 13C-n.m.r. spectroscopy, and a probable mechanism of their formation involving an acyclic immonium ion intermediate has been proposed.
Databáze:	OpenAIRE
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