Synthesis of glycosyl phosphoramidates: Novel isosteric analogues of glycosyl phosphates

Authors
Kannan, T Vinodhkumar, S Varghese, B Loganathan, D
Citation
T. Kannan et al., Synthesis of glycosyl phosphoramidates: Novel isosteric analogues of glycosyl phosphates, BIOORG MED, 11(18), 2001, pp. 2433-2435
Citations number
13
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
11
Issue
18
Year of publication
2001
Pages
2433 - 2435
Database
ISI
SICI code
0960-894X(20010917)11:18<2433:SOGPNI>2.0.ZU;2-N
Abstract
Several newer isosteric analogues of glycosyl phosphates, namely of glycosy l phosphoramidates, were synthesized in good yields using Staudinger reacti on of their corresponding azides with trimethyl phosphite followed by de-O- acetylation. The structure and conformation of the fully protected analogue synthesized, namely 2,3,4,6-tetra-O-acetyl-beta -D-glucopyranosyl bismetho xyphosphoramidate, was established by X-ray crystallography. (C) 2001 Elsev ier Science Ltd. All rights reserved.