Reaktion #318108

ord-927103ee21e943099b81ccaf457821df

Reaktionsgleichung

CC(=O)OC[C@H]1O[C@@H](Oc2cccc3occ(CCc4ccc(CCC(=O)O)cc4)c23)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-3-{2-[4-(2-carboxyethyl)phenyl]ethyl}benzofuran
CC(C)(N)C(=O)OCc1ccccc1.Cl
benzyl 2-amino-2-methylpropionate hydrochloride
Cl.NCC(=O)OCc1ccccc1
benzyl 2-aminoacetate hydrochloride
→
CC(=O)OC[C@H]1O[C@@H](Oc2cccc3occ(CCc4ccc(CCC(=O)NC(C)(C)C(=O)O)cc4)c23)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
title compound
CC(=O)OC[C@H]1O[C@@H](Oc2cccc3occ(CCc4ccc(CCC(=O)NC(C)(C)C(=O)O)cc4)c23)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
4-(2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyloxy)-3-[2-(4-(2-[1-carboxy-1-(methyl)ethylcarbamoyl]ethyl)phenyl)ethyl]-benzofuran

Edukte

CC(=O)OC[C@H]1O[C@@H](Oc2cccc3occ(CCc4ccc(CCC(=O)O)cc4)c23)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-3-{2-[4-(2-carboxyethyl)phenyl]ethyl}benzofuran
CC(C)(N)C(=O)OCc1ccccc1.Cl
benzyl 2-amino-2-methylpropionate hydrochloride
Cl.NCC(=O)OCc1ccccc1
benzyl 2-aminoacetate hydrochloride

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The title compound was prepared in a similar manner to that described in Example 84 using 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-3-{2-[4-(2-carboxyethyl)phenyl]ethyl}benzofuran and benzyl 2-amino-2-methylpropionate hydrochloride instead of 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-3-[2-(4-carboxyphenyl)ethyl]benzofuran and benzyl 2-aminoacetate hydrochloride, respectively.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07566699B2uspto-grants-2009_07