Technology Process of 6-O-acetyl-2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl-(1→4)-O-[benzyl 2,3-O-dibenzyl-β-D-glucopyranosyluronate]-(1→4)-O-2-azido-2-deoxy-1,3,6-tri-O-acetyl-β-D-glucopyranose
There total 18 articles about 6-O-acetyl-2-azido-2-deoxy-3,4-di-O-benzyl-α-D-glucopyranosyl-(1→4)-O-[benzyl 2,3-O-dibenzyl-β-D-glucopyranosyluronate]-(1→4)-O-2-azido-2-deoxy-1,3,6-tri-O-acetyl-β-D-glucopyranose which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
boron trifluoride diethyl etherate;
In
dichloromethane;
at -45 - 20 ℃;
for 6h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: boron trifluoride diethyl etherate / dichloromethane / -10 - 20 °C / Inert atmosphere
2.1: hydrazinium monoacetate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 20 °C / Inert atmosphere
4.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / -40 - 20 °C / Inert atmosphere
4.2: 0.5 h
5.1: boron trifluoride diethyl etherate / dichloromethane / 6 h / -45 - 20 °C
With
trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
dichloromethane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium hypochlorite / 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / acetonitrile / 35 °C / pH 6.5 / Aqueous phosphate buffer
2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dmap / dichloromethane / 16 h / 20 °C / Inert atmosphere
3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / -40 - 20 °C / Inert atmosphere
3.2: 0.5 h
4.1: boron trifluoride diethyl etherate / dichloromethane / 6 h / -45 - 20 °C
With
sodium hypochlorite; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;
In
dichloromethane; acetonitrile;
