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864070-44-0

Basic Information
CAS No.: 864070-44-0
Name: Empagliflozin
Article Data: 44
Molecular Structure:
Molecular Structure of 864070-44-0 (Empagliflozin)
Formula: C23H27ClO7
Molecular Weight: 450.916
Synonyms: (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)phenyl)-6-(hydroxyMethyl)-tetrahydro-2H-pyran-3,4,5-triol;Empaglifloin;Glyxambi;mpagliflozin;(1S)-1,5-Anhydro-1-C-[4-chloro-3-[[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methyl]phenyl]-D-glucitol;ozin;Empag;CS-798;EmpagL;BI-10773
EINECS: 620-176-8
Density: 1.398
Boiling Point: 665℃
Flash Point: 356℃
PSA: 108.61000
LogP: 1.61340
Synthetic route

C29H32BrClO9

864070-44-0

empagliflozin

Conditions
ConditionsYield
With water; potassium hydroxide In acetonitrile at 50 - 60℃; Reagent/catalyst;93.8%

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)tetrahydro-2H-pyran-3,4,5-trityl triacetate

864070-44-0

empagliflozin

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 40 - 45℃;93%
With sodium hydroxide In methanol at 20℃; for 1h;91.7%
With lithium hydroxide In methanol; water at 0 - 5℃; Reagent/catalyst;89.2%

C51H43ClO11

864070-44-0

empagliflozin

Conditions
ConditionsYield
With sodium methylate In tetrahydrofuran at 40 - 45℃;90%

C43H59ClO11

864070-44-0

empagliflozin

Conditions
ConditionsYield
With lithium hydroxide In ethanol; water at 40 - 45℃;87%
1279691-36-9

(2S,3R,4S,5S,6R)-2-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

864070-44-0

empagliflozin

Conditions
ConditionsYield
With triethylsilane; aluminum (III) chloride In dichloromethane; acetonitrile82.5%
With triethylsilane; aluminum (III) chloride In dichloromethane; acetonitrile at -5 - 10℃; for 2h; Large scale;78%
Stage #1: (2S,3R,4S,5S,6R)-2-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol With aluminum (III) chloride In dichloromethane; acetonitrile at 5℃; for 0.5h; Large scale;
Stage #2: With triethylsilane In dichloromethane; acetonitrile at 10℃; for 2h; Large scale;
78%

C40H63ClO7Si2

864070-44-0

empagliflozin

Conditions
ConditionsYield
Stage #1: C40H63ClO7Si2 With tetrabutyl ammonium fluoride In tetrahydrofuran at 60℃; for 6h; Large scale;
Stage #2: With ethanol In toluene at 0 - 75℃; for 2.5h; Large scale;
81%

2,3,4,6-tetra-O-benzyl-1-deoxy-1-((S)-(4-chloro-3-(4-(tetrahydrofuran-3-yl)oxy)benzyl)phenyl)-β-D-glucopyranose

864070-44-0

empagliflozin

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 18h; Reagent/catalyst;80%
915095-94-2

(3S)-3-[4-[(2-chloro-5-iodophenyl)methyl]phenoxy]tetrahydrofuran

32469-28-6, 55515-28-1, 55515-29-2, 32384-65-9

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

864070-44-0

empagliflozin

Conditions
ConditionsYield
Stage #1: (3S)-3-[4-[(2-chloro-5-iodophenyl)methyl]phenoxy]tetrahydrofuran With isopropylmagnesium chloride; lithium chloride In tetrahydrofuran at -21 - -15℃; for 1.83333h;
Stage #2: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one In dichloromethane; acetonitrile at -25 - -13℃; for 2.91667h;
73%
Stage #1: (3S)-3-[4-[(2-chloro-5-iodophenyl)methyl]phenoxy]tetrahydrofuran With isopropylmagnesium chloride; lithium chloride In tetrahydrofuran at -21 - -15℃; for 1.83333h; Industry scale;
Stage #2: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran at -25 - -18℃; for 2.91667h; Industry scale;
Stage #3: With citric acid In water at -13 - 19℃; Product distribution / selectivity; Industry scale;
73%

C25H31ClO8

864070-44-0

empagliflozin

Conditions
ConditionsYield
With triethylsilane; boron trifluoride diethyl etherate In dichloromethane; acetonitrile at -20 - 0℃;71.7%

C23H27ClO8

864070-44-0

empagliflozin

Conditions
ConditionsYield
With triethylsilane; boron trifluoride diethyl etherate In acetonitrile at 0 - 25℃; Inert atmosphere; Large scale;60%
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    Name:Empagliflozin The alias:Empagliflozin(W.S);Empaglifloin;EmpagliflozinAPI;BI-107Chemicalbook73;BI10773;BI10773;CS-798;EMPAGLIFLBZIN;EMpagliflozin;BI-10773 CAS NO: 864070-44-0 Molecular formula:C23H27ClO7 Molecular weight:450.91618 Product Qu

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