6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran supplier

Name
6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran
EINECS 1312995-182-4
CAS No. 99199-90-3
Article Data9
CAS DataBase
Density 1.299 g/cm³
Solubility
Melting Point
Formula C₁₁H₁₁FO₂
Boiling Point 291.741 °C at 760 mmHg
Molecular Weight 194.206
Flash Point 137.798 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2H-1-Benzopyran,6-fluoro-3,4-dihydro-2-oxiranyl- (9CI);6-fluoro-3,4-dihydro-2h-1-benzopyran-2-oxiranyl;6-fluoro-2-oxiranyl-3, 4-dihydro-2h-1-benzopyran,enterprise standard;luoro-3,4-dihydro-2h-1-benzopyran-2-oxaranyl(for nebivolol);
PSA 21.76000
LogP 1.91810

Synthetic route

: 409346-73-2
6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde

: 2181-42-2
trimethylsulphonium iodide

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Conditions

Conditions	Yield
Stage #1: trimethylsulphonium iodide With sodium hydride In dimethyl sulfoxide cooling; Stage #2: 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde In dimethyl sulfoxide at 20℃; for 1h;	100%

: 1017878-67-9
2-chloro-1-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2yl)ethanol

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Conditions

Conditions	Yield
Stage #1: 2-chloro-1-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2yl)ethanol With sodium hydroxide In water; isopropyl alcohol at 0℃; for 1.5h; Inert atmosphere; Stage #2: With acetic acid In water; isopropyl alcohol; toluene	96%
With sodium hydroxide In dichloromethane; water at -10 - 20℃; for 2.66667h;

: 409346-73-2
6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde

: 1774-47-6
trimethylsulfoxonium iodide

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Conditions

Conditions	Yield
Stage #1: trimethylsulfoxonium iodide With sodium hydride In dimethyl sulfoxide for 0.5h; Stage #2: 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde In dichloromethane; dimethyl sulfoxide at 20 - 25℃; for 1h;	90%
With sodium hydride In dimethyl sulfoxide at 20 - 25℃; for 1h;	84%
Stage #1: trimethylsulfoxonium iodide With potassium tert-butylate In dimethyl sulfoxide at 20 - 40℃; for 1.5h; Stage #2: 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde In dimethyl sulfoxide at 20 - 40℃; for 1.5h;

: 1322623-11-9
1-(6-fluorochroman-2-yl)ethane-1,2-diol

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Conditions

Conditions	Yield
Stage #1: 1-(6-fluorochroman-2-yl)ethane-1,2-diol With sodium hydride In tert-butyl methyl ether; dimethyl sulfoxide at 50℃; for 1h; Inert atmosphere; Stage #2: With p-toluenesulfonyl chloride In tert-butyl methyl ether for 1h; Reagent/catalyst; Solvent; Inert atmosphere;	90%

: 2-bromo-1-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2yl)ethanol

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	83%

: 99199-60-7
6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: Et3N; ClCOOEt / tetrahydrofuran / 10 h / 20 °C 1.2: 90 percent / NaBH4 / tetrahydrofuran; H2O / 5 h / 20 °C 2.1: 78 percent / pyridinium chloroformate/SiO2 / CH2Cl2 / 1.5 h / 20 °C 3.1: NaH / dimethylsulfoxide / cooling 3.2: 100 percent / dimethylsulfoxide / 1 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1.1: sodium tetrahydroborate; sulfuric acid / diethyl ether; tetrahydrofuran / 0.75 h / 0 - 35 °C 1.2: pH 7 2.1: sodium hydrogencarbonate / iodine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 0.17 h / 20 °C 2.2: 24 h / 20 - 25 °C 3.1: sodium hydride / dimethyl sulfoxide / 0.5 h 3.2: 1 h / 20 - 25 °C View Scheme
Multi-step reaction with 3 steps 1: sodium tetrahydroborate; sulfuric acid / tetrahydrofuran; diethyl ether / 0.5 h / 0 - 35 °C 2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; iodine / dichloromethane; water / 24 h / 20 °C 3: sodium hydride / dimethyl sulfoxide / 1 h / 20 - 25 °C View Scheme

: 99199-59-4
6-fluoro-4-oxo-4H-1-benzopyran-2-carboxylic acid

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 86 percent / H2 / Pd/C / acetic acid / 70 - 80 °C / 15001.2 Torr 2.1: Et3N; ClCOOEt / tetrahydrofuran / 10 h / 20 °C 2.2: 90 percent / NaBH4 / tetrahydrofuran; H2O / 5 h / 20 °C 3.1: 78 percent / pyridinium chloroformate/SiO2 / CH2Cl2 / 1.5 h / 20 °C 4.1: NaH / dimethylsulfoxide / cooling 4.2: 100 percent / dimethylsulfoxide / 1 h / 20 °C View Scheme
Multi-step reaction with 4 steps 1.1: hydrogen / 5%-palladium/activated carbon / tetrahydrofuran / 45 - 55 °C / 3000.3 Torr 2.1: n-butyllithium / hexane; tetrahydrofuran / -85 - -75 °C 2.2: -80 - 0 °C 3.1: ethanol; sodium tetrahydroborate / 2 h / 0 °C / Inert atmosphere 4.1: sodium hydroxide / isopropyl alcohol; water / 1.5 h / 0 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1.1: hydrogen / 5%-palladium/activated carbon / tetrahydrofuran / 45 - 55 °C / 3000.3 Torr 2.1: n-butyllithium / hexane; tetrahydrofuran / -85 - -75 °C 2.2: -80 - -70 °C 2.3: 2 h / Reflux View Scheme

: 99199-62-9
(6-fluoro-3,4-dihydro-2H-chromene-2-yl)methanol

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 78 percent / pyridinium chloroformate/SiO2 / CH2Cl2 / 1.5 h / 20 °C 2.1: NaH / dimethylsulfoxide / cooling 2.2: 100 percent / dimethylsulfoxide / 1 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: sodium hydrogencarbonate / iodine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 0.17 h / 20 °C 1.2: 24 h / 20 - 25 °C 2.1: sodium hydride / dimethyl sulfoxide / 0.5 h 2.2: 1 h / 20 - 25 °C View Scheme
Multi-step reaction with 2 steps 1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; iodine / dichloromethane; water / 24 h / 20 °C 2: sodium hydride / dimethyl sulfoxide / 1 h / 20 - 25 °C View Scheme

: 874649-82-8
(-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / -85 - -75 °C 1.2: -80 - 0 °C 2.1: ethanol; sodium tetrahydroborate / 2 h / 0 °C / Inert atmosphere 3.1: sodium hydroxide / isopropyl alcohol; water / 1.5 h / 0 °C / Inert atmosphere View Scheme

: 874649-82-8
(-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate

: 74-97-5
chlorobromomethane

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Conditions

Conditions	Yield
Stage #1: (-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate; chlorobromomethane With n-butyllithium In tetrahydrofuran; hexane at -85 - -75℃; Stage #2: With borane In tetrahydrofuran; hexane at -80 - -70℃; Stage #3: With water; sodium hydroxide In tetrahydrofuran; hexane for 2h; Reflux;

: 394-32-1
1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: sodium methylate; methanol / tetrahydrofuran / 5 - 25 °C 1.2: 5 - 15 °C 1.3: Reflux 2.1: hydrogen / 5%-palladium/activated carbon / tetrahydrofuran / 45 - 55 °C / 3000.3 Torr 3.1: n-butyllithium / hexane; tetrahydrofuran / -85 - -75 °C 3.2: -80 - 0 °C 4.1: ethanol; sodium tetrahydroborate / 2 h / 0 °C / Inert atmosphere 5.1: sodium hydroxide / isopropyl alcohol; water / 1.5 h / 0 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1.1: sodium methylate; methanol / tetrahydrofuran / 5 - 25 °C 1.2: 5 - 15 °C 1.3: Reflux 2.1: hydrogen / 5%-palladium/activated carbon / tetrahydrofuran / 45 - 55 °C / 3000.3 Torr 3.1: n-butyllithium / hexane; tetrahydrofuran / -85 - -75 °C 3.2: -80 - -70 °C 3.3: 2 h / Reflux View Scheme

Yield

Multi-step reaction with 5 steps
1.1: sodium methylate; methanol / tetrahydrofuran / 5 - 25 °C
1.2: 5 - 15 °C
1.3: Reflux
2.1: hydrogen / 5%-palladium/activated carbon / tetrahydrofuran / 45 - 55 °C / 3000.3 Torr
3.1: n-butyllithium / hexane; tetrahydrofuran / -85 - -75 °C
3.2: -80 - 0 °C
4.1: ethanol; sodium tetrahydroborate / 2 h / 0 °C / Inert atmosphere
5.1: sodium hydroxide / isopropyl alcohol; water / 1.5 h / 0 °C / Inert atmosphere
View Scheme

Multi-step reaction with 3 steps
1.1: sodium methylate; methanol / tetrahydrofuran / 5 - 25 °C
1.2: 5 - 15 °C
1.3: Reflux
2.1: hydrogen / 5%-palladium/activated carbon / tetrahydrofuran / 45 - 55 °C / 3000.3 Torr
3.1: n-butyllithium / hexane; tetrahydrofuran / -85 - -75 °C
3.2: -80 - -70 °C
3.3: 2 h / Reflux
View Scheme

: 943126-72-5
2-chloro-1-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)ethan-1-one

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol; sodium tetrahydroborate / 2 h / 0 °C / Inert atmosphere 2: sodium hydroxide / isopropyl alcohol; water / 1.5 h / 0 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; water / tetrahydrofuran / 2 h / -5 - 0 °C / Inert atmosphere 2: sodium hydroxide / dichloromethane; water / 2.67 h / -10 - 20 °C View Scheme

: 6-fluoro-3,4-dihydro-2H-benzopyran-2-carboxylic acid ethyl ester

: 74-97-5
chlorobromomethane

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Conditions

Conditions	Yield
Stage #1: 6-fluoro-3,4-dihydro-2H-benzopyran-2-carboxylic acid ethyl ester; chlorobromomethane With n-butyllithium In tetrahydrofuran; cyclohexane at -60℃; for 2h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; cyclohexane at -50 - 0℃; for 2h; Inert atmosphere;

: 6-fluoro-3,4-dihydro-2H-benzopyran-2-carboxylic acid ethyl ester

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-butyllithium; water / hexane; tetrahydrofuran / 3 h / -60 °C / Inert atmosphere 1.2: 2 h / 0 - 30 °C / Inert atmosphere 2.1: sodium hydroxide / dichloromethane; water / 2.67 h / -10 - 20 °C View Scheme
Multi-step reaction with 3 steps 1: n-butyllithium / hexane; tetrahydrofuran / 3 h / -50 °C / Inert atmosphere 2: sodium tetrahydroborate; water / tetrahydrofuran / 2 h / -5 - 0 °C / Inert atmosphere 3: sodium hydroxide / dichloromethane; water / 2.67 h / -10 - 20 °C View Scheme
Multi-step reaction with 3 steps 1: n-butyllithium / hexane; tetrahydrofuran / 3 h / -60 °C / Inert atmosphere 2: sodium tetrahydroborate; water / tetrahydrofuran / 2 h / -5 - 0 °C / Inert atmosphere 3: sodium hydroxide / dichloromethane; water / 2.67 h / -10 - 20 °C View Scheme

: 2-amino-1-(-6-fluoro-2-chromanyl) ethanol

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid; potassium bromide; sodium nitrite / diethyl ether; water / 20 °C 2: potassium carbonate / acetonitrile / 20 °C View Scheme

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: 100-46-9
benzylamine

: 929706-85-4
α,α'-[[(phenylmethyl)imino]bismethylene]bis-[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol]

Conditions

Conditions	Yield
In isopropyl alcohol Reflux;	100%

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: 100-46-9
benzylamine

: 99199-91-4
6-fluoro-3,4-dihydro-α-[[(phenylmethyl)amino]methyl]-2H-1-benzopyran-2-methanol

Conditions

Conditions	Yield
In methanol at 20℃;	92%
In isopropyl alcohol for 2h; Heating / reflux;

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: 99199-91-4
6-fluoro-3,4-dihydro-α-[[(phenylmethyl)amino]methyl]-2H-1-benzopyran-2-methanol

: 929706-85-4
α,α'-[[(phenylmethyl)imino]bismethylene]bis-[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol]

Conditions

Conditions	Yield
In ethanol for 4h; Heating;	82%

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: 100-46-9
benzylamine

: (R*,R*)-(±)-α-[(benzylamino)methyl](6-fluoro-2-chromanyl)methanol

Conditions

Conditions	Yield
In tert-Amyl alcohol at 25℃; for 12h;	58%

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: C17H16FNO2

: C21H21F2NO4

Conditions

Conditions	Yield
Stage #1: 6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran; C17H16FNO2 In ethanol at 75℃; for 8h; Stage #2: In tert-Amyl alcohol at 25 - 80℃; for 24h;	46%

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: (R*,R*)-6-fluoro-3,4-dihydro-α-hydroxy-2H-2-[1]benzopyran-ethanamine

: [(SRRR)/(RSSS)-α,α'-iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol] hydrochloride

Conditions

Conditions	Yield
In tert-butyl alcohol Reflux;	31%

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: 929706-85-4
α,α'-[[(phenylmethyl)imino]bismethylene]bis-[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol]

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 92 percent / methanol / 20 °C 2: 82 percent / ethanol / 4 h / Heating View Scheme

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: 99200-09-6
nebivolol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 82 percent / ethanol / 4 h / Heating 2: 65 percent / H2 / Pd/C / 2-methoxy-ethanol / 20 °C / normal pressure View Scheme
Multi-step reaction with 3 steps 1: 92 percent / methanol / 20 °C 2: 82 percent / ethanol / 4 h / Heating 3: 65 percent / H2 / Pd/C / 2-methoxy-ethanol / 20 °C / normal pressure View Scheme
Multi-step reaction with 2 steps 1: isopropyl alcohol / Reflux 2: ammonium formate / palladium 10% on activated carbon / methanol / 3 h / Reflux View Scheme

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: [1R*(R*)]-6-fluoro-3,4-dihydro-2-(oxiran-2-yl)-2H-chromene

: [1S*(R*)]-6-fluoro-3,4-dihydro-2-(oxiran-2-yl)-2H-chromene

Conditions

Conditions	Yield
In hexane; ethyl acetate Purification / work up; Column chromatography; Resolution of diastereomeric mixture;
Product distribution / selectivity; Industry scale; Inert atmosphere; fractional distillation; Resolution of diastereomers; high vacuum conditions;
Purification / work up; Reflux;

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: 99199-91-4
6-fluoro-3,4-dihydro-α-[[(phenylmethyl)amino]methyl]-2H-1-benzopyran-2-methanol

: N-benzyl-(±)-nebivolol

Conditions

Conditions	Yield
In methanol at 65 - 70℃; for 15h;

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: 103-49-1
dibenzylamine

: [1R*(R*)]-6-fluoro-3,4-dihydro-2-(oxiran-2-yl)-2H-chromene

B: C25H26FNO2

Conditions

Conditions	Yield
In tert-Amyl alcohol at 20℃;

...Expand

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: 100-46-9
benzylamine

: (S*,R*)-(±)-α-[(benzylamino)methyl](6-fluoro-2-chromanyl)methanol

: [1R*(R*)]-6-fluoro-3,4-dihydro-2-(oxiran-2-yl)-2H-chromene

Conditions

Conditions	Yield
Stage #1: 6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran; benzylamine In tert-Amyl alcohol; cyclohexane at 20℃; for 10h; Stage #2: With sodium hydrogen sulfate In tert-Amyl alcohol; cyclohexane Product distribution / selectivity;

...Expand

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: 75-64-9
tert-butylamine

: C26H33F2NO4

: C26H33F2NO4

Conditions

Conditions	Yield
Stage #1: 6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran; tert-butylamine In tert-Amyl alcohol Stage #2: With sodium hydrogen sulfate In tert-Amyl alcohol; ethanol Reflux;

...Expand

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: 99200-09-6
nebivolol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: cyclohexane; tert-Amyl alcohol / 10 h / 20 °C 2: ethanol / Reflux 3: hydrogen / 10 wt% Pd(OH)2 on carbon / ethyl acetate; ethanol / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide / tert-Amyl alcohol 2: ethanol / Reflux 3: hydrogen / 10 wt% Pd(OH)2 on carbon / ethyl acetate; ethanol / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1: sodium azide / N,N-dimethyl-formamide / tert-Amyl alcohol / 20 °C 2: ethanol / Reflux 3: hydrogen / 10 wt% Pd(OH)2 on carbon / ethyl acetate; ethanol / Inert atmosphere View Scheme

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: (S*,R*)-(±)-α-[(benzylamino)methyl](6-fluoro-2-chromanyl)methanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium azide / N,N-dimethyl-formamide / tert-Amyl alcohol / 20 °C 2: hydrogen / 5%-palladium/activated carbon / ethanol View Scheme
Multi-step reaction with 2 steps 1: tert-Amyl alcohol / 20 °C 2: hydrogen / 5%-palladium/activated carbon / ethanol View Scheme

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: [1R*(R*)]-6-fluoro-3,4-dihydro-2-(oxiran-2-yl)-2H-chromene

: C11H12FN3O2

Conditions

Conditions	Yield
With sodium azide; N,N-dimethyl-formamide In tert-Amyl alcohol at 20℃;

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: N-benzyl-(±)-nebivolol

: (+/-)-[2R*[1S*,5R*(R*)]]-α,α'-[phenylmethyliminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol]

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: cyclohexane; tert-Amyl alcohol / 10 h / 20 °C 2: ethanol / Reflux View Scheme
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / tert-Amyl alcohol 2: ethanol / Reflux View Scheme
Multi-step reaction with 2 steps 1: sodium azide / N,N-dimethyl-formamide / tert-Amyl alcohol / 20 °C 2: ethanol / Reflux View Scheme
Multi-step reaction with 3 steps 1: sodium azide / N,N-dimethyl-formamide / tert-Amyl alcohol / 20 °C 2: hydrogen / 5%-palladium/activated carbon / ethanol 3: ethanol / Reflux View Scheme
Multi-step reaction with 3 steps 1: tert-Amyl alcohol / 20 °C 2: hydrogen / 5%-palladium/activated carbon / ethanol 3: ethanol / Reflux View Scheme

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: [(SRRR)/(RSSS)-α,α'-iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol] hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: cyclohexane; tert-Amyl alcohol / 10 h / 20 °C 2: ethanol / Reflux 3: hydrogen / 10 wt% Pd(OH)2 on carbon / ethyl acetate; ethanol / Inert atmosphere 4: hydrogenchloride / ethanol View Scheme
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / tert-Amyl alcohol 2: ethanol / Reflux 3: hydrogen / 10 wt% Pd(OH)2 on carbon / ethyl acetate; ethanol / Inert atmosphere 4: hydrogenchloride / ethanol View Scheme
Multi-step reaction with 4 steps 1: sodium azide / N,N-dimethyl-formamide / tert-Amyl alcohol / 20 °C 2: ethanol / Reflux 3: hydrogen / 10 wt% Pd(OH)2 on carbon / ethyl acetate; ethanol / Inert atmosphere 4: hydrogenchloride / ethanol View Scheme

: 99199-90-3
6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

: 622-33-3
N-benzyloxyamine

: [1R*(R*)]-6-fluoro-3,4-dihydro-2-(oxiran-2-yl)-2H-chromene

: C18H20FNO3

Conditions

Conditions	Yield
N,N-dimethyl-formamide In tert-Amyl alcohol

...Expand

6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran Chemical Properties

Molecular Structure of 2H-1-Benzopyran,6-fluoro-3,4-dihydro-2-(2-oxiranyl)- (CAS NO.99199-90-3):

CAS: 99199-90-3
Empirical Formula: C₁₁H₁₁FO₂
Molecular Weight: 194.2022
ACD/LogP: 2.43
of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): 2
ACD/LogD (pH 7.4): 2
ACD/BCF (pH 5.5): 36
ACD/BCF (pH 7.4): 36
ACD/KOC (pH 5.5): 450
ACD/KOC (pH 7.4): 450
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 21.76 Å²
Index of Refraction: 1.568
Molar Refractivity: 48.899 cm³
Molar Volume: 149.448 cm³
Surface Tension: 49.327 dyne/cm
Density: 1.299 g/cm³
Flash Point: 137.798 °C
Enthalpy of Vaporization: 50.991 kJ/mol
Boiling Point: 291.741 °C at 760 mmHg
Vapour Pressure: 0.003 mmHg at 25°C

6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran Specification

2H-1-Benzopyran,6-fluoro-3,4-dihydro-2-(2-oxiranyl)-, with CAS number of 99199-90-3, can be called luoro-3,4-dihydro-2h-1-benzopyran-2-oxaranyl(for nebivolol) ; 6-fluoro-3,4-dihydro-2h-1-benzopyran-2-oxaranyl ; 6-fluoro-3,4-dihydro-2-oxiranyl-2h-1-benzopyran ; 6-fluoro-2-oxiranyl-3, 4-dihydro-2h-1-benzopyran,enterprise standard ; 6-fluoro-3,4-dihydro-2-(2-oxiranyl)-2h-1-benzopyran ; 6-fluoro-3,4-dihydro-2h-1-benzopyran-2-oxiranyl .

Product Name

6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Synthetic route

6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran Chemical Properties

6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran Specification

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