Technology Process of 4-(2-benzyloxyethyl)phenyl 4,6-O-benzylidene-3-O-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)benzyl]-β-D-glucopyranoside
There total 4 articles about 4-(2-benzyloxyethyl)phenyl 4,6-O-benzylidene-3-O-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)benzyl]-β-D-glucopyranoside which
guide to synthetic route it.
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synthetic route:
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1338932-25-4
4-(2-benzyloxyethyl)phenyl 3-O-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)benzyl]-β-D-glucopyranoside
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1338932-27-6
4-(2-benzyloxyethyl)phenyl 4,6-O-benzylidene-3-O-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)benzyl]-β-D-glucopyranoside
- Guidance literature:
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With
toluene-4-sulfonic acid;
In
N,N-dimethyl-formamide;
at 60 ℃;
for 3h;
Low pressure;
DOI:10.1016/j.tet.2011.08.087
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2,4,6-tri-O-acetyl-3-O-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)benzyl]-D-glucopyranose
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1338932-27-6
4-(2-benzyloxyethyl)phenyl 4,6-O-benzylidene-3-O-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)benzyl]-β-D-glucopyranoside
- Guidance literature:
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Multi-step reaction with 4 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.17 h / 0 °C / Inert atmosphere
2: boron trifluoride diethyl etherate / dichloromethane / 1 h / -20 °C / Molecular sieve
3: sodium methylate / tetrahydrofuran; methanol / 12 h / 20 °C
4: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 3 h / 60 °C / Low pressure
With
boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.08.087
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1338932-27-6
4-(2-benzyloxyethyl)phenyl 4,6-O-benzylidene-3-O-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)benzyl]-β-D-glucopyranoside
- Guidance literature:
-
Multi-step reaction with 3 steps
1: boron trifluoride diethyl etherate / dichloromethane / 1 h / -20 °C / Molecular sieve
2: sodium methylate / tetrahydrofuran; methanol / 12 h / 20 °C
3: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 3 h / 60 °C / Low pressure
With
boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.08.087