Global Patent Index - EP 1104433 A1

EP 1104433 A1 20010606 - PROGRAMMABLE ONE-POT OLIGOSACCHARIDE SYNTHESIS

Title (en)

PROGRAMMABLE ONE-POT OLIGOSACCHARIDE SYNTHESIS

Title (de)

PROGRAMMIERBARE EINTOPF-SYNTHESE FÜR OLIGOSACCHARIDE

Title (fr)

SYNTHESE D'OLIGOSACCHARIDES PROGRAMMABLE MONOTOPE

Publication

EP 1104433 A1 20010606 (EN)

Application

EP 99943670 A 19990810

Priority

  • US 9918151 W 19990810
  • US 9600198 P 19980810

Abstract (en)

[origin: WO0009527A1] The reactivity of a number of p-methylphenyl thioglycoside (STol) donors which are either fully protected or have one hydroxyl group exposed has been quantitatively determined by HPLC in conjunction with the development of a broadly applicable approach for a facile one-pot synthesis of oligosaccharides. The influence on reactivity of the structural effects of different monosaccharide cores and different protecting groups on each glycoside donor is characterized and quantified. In addition, a correlation between glycosyl donor reactivity and the chemical shift of the anomeric proton by <1>H NMR has been established. A database of thioglycosides as glycosyl donors has been created using this reactivity data. The utility is demonstrated by the easy and rapid one-pot assembly of various linear and branched oligosaccharide structures. In addition, a computer program as been described for use as a database search tool and guide for the selection of building blocks for the one-pot assembly of a desired oligosaccharide or a library of individual oligosaccharides.

IPC 1-7

C07H 1/00; C07H 3/06; C08B 37/00

IPC 8 full level

C07H 1/00 (2006.01); C07H 3/06 (2006.01); C08B 37/00 (2006.01); G06F 17/30 (2006.01)

CPC (source: EP)

C07H 1/00 (2013.01); C07H 3/06 (2013.01); G16C 20/10 (2019.02); G16C 20/90 (2019.02); Y02P 20/55 (2015.11)

Designated contracting state (EPC)

AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE

DOCDB simple family (publication)

WO 0009527 A1 20000224; AU 5672099 A 20000306; AU 773115 B2 20040520; CA 2339639 A1 20000224; CA 2339639 C 20100928; EP 1104433 A1 20010606; EP 1104433 A4 20050615; JP 2002522598 A 20020723

DOCDB simple family (application)

US 9918151 W 19990810; AU 5672099 A 19990810; CA 2339639 A 19990810; EP 99943670 A 19990810; JP 2000564977 A 19990810