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Purity:99%
A convenient method for highly diastereo...
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Provided are methods of making compounds...
Provided are methods of making compounds...
(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(2-cyclopropoxyethoxy)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
| Conditions | Yield |
|---|---|
|
Multi-step reaction with 5 steps
1.1: triethylsilane; trifluorormethanesulfonic acid; trifluoroacetic acid / 20 °C / Reflux
2.1: n-butyllithium / tetrahydrofuran; toluene / -78 °C / Inert atmosphere
2.2: 1 h / -78 °C
3.1: triethylsilane; boron trifluoride diethyl etherate / methanol; dichloromethane / 0 °C
4.1: boron tribromide / dichloromethane / -78 - 0 °C
5.1: caesium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C
With
triethylsilane; n-butyllithium; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; boron tribromide; caesium carbonate; trifluoroacetic acid;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
|
(3R,4S,5S,6R)-2-(4-chloro-3-(4-(2-cyclopropoxyethoxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(2-cyclopropoxyethoxy)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
| Conditions | Yield |
|---|---|
|
With
triethylsilane; boron trifluoride diethyl etherate;
In
dichloromethane; acetonitrile;
at -25 - -20 ℃;
for 4h;
Temperature;
Concentration;
Inert atmosphere;
Large scale;
|
90% |
|
With
triethylsilane; boron trifluoride diethyl etherate;
In
dichloromethane; acetonitrile;
at -25 - -20 ℃;
diastereoselective reaction;
Inert atmosphere;
|
70% |
|
With
triethylsilane; boron trifluoride diethyl etherate;
In
dichloromethane; acetonitrile;
at -25 - -20 ℃;
for 7h;
Temperature;
Concentration;
Inert atmosphere;
|
|
|
With
triethylsilane; boron trifluoride diethyl etherate;
In
dichloromethane; acetonitrile;
at -25 - -20 ℃;
for 7h;
Temperature;
Time;
Inert atmosphere;
Large scale;
|
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
2-(cyclopropyloxy)ethyl-4-methylbenzenesulfonate
(2S,3R,4S,5S,6R)-2-[4-chloro-3-[[4-[2-(cyclopropyloxy)ethoxy]phenyl]methyl]phenyl]-6-(hydroxymethyl)-2-methoxytetrahydropyran-3,4,5-triol
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
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