(S)-(+)-N-(2,3-Epoxypropyl)phthalimide supplier

Name
(S)-(+)-GLYCIDYL PHTHALIMIDE
EINECS 1308068-626-2
CAS No. 161596-47-0
Article Data31
CAS DataBase
Density 1.446 g/cm³
Solubility
Melting Point 102 °C
Formula C₁₁H₉NO₃
Boiling Point 347.4 °C at 760 mmHg
Molecular Weight 203.197
Flash Point 163.9 °C
Transport Information
Appearance
Safety 26-39
Risk Codes 41
Molecular Structure
Hazard Symbols Xi
Synonyms 1H-Isoindole-1,3(2H)-dione,2-(oxiranylmethyl)-, (S)-;1H-Isoindole-1,3(2H)-dione, 2-[(2S)-oxiranylmethyl]-(9CI);(S)-2-(Oxiran-2-ylmethyl)-1H-isoindole-1,3(2H)-dione;(S)-N-(2,3-Epoxypropan-1-yl)phthalimide;N-((2S)-Oxiran-2-ylmethyl)phthalimide;N-(S)-Glycidylphthalimide;
PSA 49.91000
LogP 0.61930

Synthetic route

: 148857-42-5
2-((S)-3-chloro-2-hydroxypropyl)isoindoline-1,3-dione

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
With sodium carbonate In 5,5-dimethyl-1,3-cyclohexadiene for 4h; Reflux; Green chemistry;	94%
With sodium carbonate In 5,5-dimethyl-1,3-cyclohexadiene for 4h; Reflux;	89%
With potassium phosphate In 1,2-dichloro-ethane at 80℃; for 14h; Product distribution / selectivity;	n/a

: 40137-25-5
1H-isoindole-1,3(2H)-dione, 2-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
Stage #1: 1H-isoindole-1,3(2H)-dione, 2-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl] With hydrogen bromide In 1,2-dichloro-ethane at 10 - 15℃; for 4h; Stage #2: With sodium methylate In methanol at 0 - 15℃; for 3h;	93.6%
Multi-step reaction with 4 steps 1: hydrogenchloride / water / 2 h / 60 - 67 °C / Industrial scale 2: pyridinium p-toluenesulfonate / toluene / 0.25 h / 30 - 50 °C / Industrial scale 3: chloro-trimethyl-silane / toluene / 2.5 h / 30 °C 4: sodium methylate / methanol / 20 h / 30 °C View Scheme
Multi-step reaction with 4 steps 1: hydrogenchloride / water / 2 h / 60 - 67 °C / Industrial scale 2: pyridinium p-toluenesulfonate / toluene / 3 h / Dean-Stark; Reflux; Industrial scale 3: N-Bromosuccinimide / 1,2-dichloro-ethane / 1.33 h / 12 - 22 °C / Industrial scale 4: sodium methylate / toluene; methanol / 5.17 h / 9 - 22 °C / Industrial scale View Scheme

: 136918-14-4
phthalimide

: 60456-23-7
(S)-oxiranemethanol

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃;	91%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃;	91%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20 - 25℃; for 18h;	80%

: 136918-14-4
phthalimide

: 51594-55-9
(R)-(-)-epichlorohydrin

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
With benzyltrimethylammonium chloride In isopropyl alcohol at 40℃; for 22h;	90%
With potassium tert-butylate; benzyltrimethylammonium chloride; sodium carbonate In tetrahydrofuran at 50℃; for 39h;	81%
With benzyltrimethylammonium chloride; sodium hydrogencarbonate In isopropyl alcohol at 20℃; for 25h;	80%

: C15H17NO4

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
Stage #1: C15H17NO4 With hydrogenchloride In dichloromethane; water at 10 - 15℃; for 4h; Stage #2: With sodium methylate In methanol at 0 - 15℃; for 3h; Reagent/catalyst;	89.7%

: C17H21NO4

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
Stage #1: C17H21NO4 With hydrogen iodide In chloroform at 10 - 15℃; for 4h; Stage #2: With sodium ethanolate In ethanol at 0 - 15℃; for 3h;	85.9%

: 51594-55-9
(R)-(-)-epichlorohydrin

: 1074-82-4
potassium phtalimide

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
With benzyltrimethylammonium chloride In isopropyl alcohol at 10℃; for 46h;	83%
With benzyltrimethylammonium chloride In tetrahydrofuran at 50℃; for 44h;	74%
With benzyltrimethylammonium chloride In methanol at 20℃; for 15h;	68%

: 136918-14-4
phthalimide

: 51594-55-9
(R)-(-)-epichlorohydrin

A: 161596-47-0
(S)-N-glycidylphthalimide

B: 148857-42-5
2-((S)-3-chloro-2-hydroxypropyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
With potassium fluoride on basic alumina In 2-methyltetrahydrofuran for 3h; Inert atmosphere; Reflux; stereospecific reaction;	A 10% B 83%

...Expand

: 67843-74-7
(S)-epichlorohydrin

: 1074-82-4
potassium phtalimide

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
at 70℃; for 1h; Temperature;	83%
With N-benzyl-N,N,N-triethylammonium chloride; potassium iodide In isopropyl alcohol at 28℃; for 72h; Reagent/catalyst; Temperature; Solvent;	88.1 g

: 1H-isoindole-1,3(2H)-dione, 2-[2-(benzoyloxy)-3-bromopropyl]

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
With sodium methylate In methanol; toluene at 9 - 22℃; for 5.16667h; Industrial scale;	80.8%

: 136918-14-4
phthalimide

: 67843-74-7
(S)-epichlorohydrin

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
Stage #1: phthalimide; (S)-epichlorohydrin With methylamine In isopropyl alcohol at 60℃; for 5h; Stage #2: With sodium methylate In methanol; isopropyl alcohol at 10 - 30℃; Solvent; Reagent/catalyst;	77.5%
Stage #1: phthalimide; (S)-epichlorohydrin With N-benzyl-N,N,N-triethylammonium chloride; sodium carbonate In isopropyl alcohol at 20 - 40℃; Stage #2: With potassium tert-butylate In isopropyl alcohol at 5 - 10℃;
With sodium acetate In isopropyl alcohol at 65 - 70℃;	5 g
With 1-hexylamine hydrochloride; potassium tert-butylate; potassium iodide In isopropyl alcohol at 28℃; for 72h;	84.5 g

: 136918-14-4
phthalimide

: 57044-25-4
(R)-oxiranemethanol

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 4h;	53%

: 51594-55-9
(R)-(-)-epichlorohydrin

: 1074-82-4
potassium phtalimide

A: 181140-34-1
(-)-2-[(2R)-oxiran-2-ylmethyl]-1H-isoindole-1,3(2H)-dione

B: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
With benzyltrimethylammonium chloride In DMF (N,N-dimethyl-formamide) at 20℃; for 16h;

...Expand

: 19667-37-9, 34839-11-7, 148857-42-5, 148857-44-7
2-(3-chloro-2-hydroxypropyl)-1H-isoindole-1,3(2H)-dione

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
With potassium carbonate In toluene Reflux;	n/a
In tetrahydrofuran; water

: 879507-96-7
(S)-2-(2-acetoxy-3-bromo-propyl)-isoindole-1,3-dione

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
With potassium carbonate In methanol at 0℃; for 1h;

: 136918-14-4
phthalimide

: 113826-06-5
(R)-glycidyl tosylate

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In acetone at 35 - 60℃; for 12h;
With tetrabutylammomium bromide; potassium carbonate In acetone at 25 - 60℃; for 12h;

: 136918-14-4
phthalimide

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: aluminum oxide / 1-methyl-pyrrolidin-2-one / 64 - 68 °C 1.2: 0.5 h 2.1: potassium carbonate / toluene / Reflux View Scheme
Multi-step reaction with 2 steps 1.1: aluminum oxide / 1-methyl-pyrrolidin-2-one / 64 - 68 °C 1.2: 0.5 h 2.1: potassium carbonate / toluene / Reflux View Scheme
Multi-step reaction with 2 steps 1.1: aluminum oxide / 1-methyl-pyrrolidin-2-one / 64 - 68 °C 1.2: 0.5 h 2.1: potassium carbonate / toluene / Reflux View Scheme

: 136918-14-4
phthalimide

: 67843-74-7
(S)-epichlorohydrin

A: 19667-37-9, 34839-11-7, 148857-42-5, 148857-44-7
2-(3-chloro-2-hydroxypropyl)-1H-isoindole-1,3(2H)-dione

B: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
With aluminum oxide In 1-methyl-pyrrolidin-2-one at 64 - 68℃;

...Expand

: 1074-82-4
potassium phtalimide

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: N-benzyl-N,N,N-triethylammonium chloride / N,N-dimethyl-formamide / 6 h / 100 - 120 °C / Industrial scale 2: pyridinium p-toluenesulfonate / toluene / 3 h / Dean-Stark; Reflux; Industrial scale 3: N-Bromosuccinimide / 1,2-dichloro-ethane / 1.33 h / 12 - 22 °C / Industrial scale 4: sodium methylate / toluene; methanol / 5.17 h / 9 - 22 °C / Industrial scale View Scheme
Multi-step reaction with 4 steps 1: N-benzyl-N,N,N-triethylammonium chloride / N,N-dimethyl-formamide / 6 h / 100 - 120 °C / Industrial scale 2: pyridinium p-toluenesulfonate / toluene / 0.25 h / 30 - 50 °C / Industrial scale 3: chloro-trimethyl-silane / toluene / 2.5 h / 30 °C 4: sodium methylate / methanol / 20 h / 30 °C View Scheme
Multi-step reaction with 2 steps 1.1: potassium iodide / N,N-dimethyl-formamide / 4 h / 80 - 85 °C 2.1: hydrogen bromide / 1,2-dichloro-ethane / 4 h / 10 - 15 °C 2.2: 3 h / 0 - 15 °C View Scheme

: 879507-95-6
(S)-2-(2-methoxy-2-methyl-[1,3]dioxolane-4-ylmethyl)-isoindole-1,3-dione

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: chloro-trimethyl-silane / toluene / 2.5 h / 30 °C 2: sodium methylate / methanol / 20 h / 30 °C View Scheme

: (S)-2-phthalimido-1-(chloromethyl)ethyl acetate

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
With sodium methylate In methanol at 30℃; for 20h;	65.6 kg

: 1H-isoindole-1,3(2H)-dione, 2-[[(4S)-2-phenyl-1,3-dioxolan-4-yl]methyl]

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-Bromosuccinimide / 1,2-dichloro-ethane / 1.33 h / 12 - 22 °C / Industrial scale 2: sodium methylate / toluene; methanol / 5.17 h / 9 - 22 °C / Industrial scale View Scheme

: 119835-88-0
1H-isoindole-1,3(2H)-dione, 2-[(2S)-2,3-dihydroxypropyl]

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: pyridinium p-toluenesulfonate / toluene / 3 h / Dean-Stark; Reflux; Industrial scale 2: N-Bromosuccinimide / 1,2-dichloro-ethane / 1.33 h / 12 - 22 °C / Industrial scale 3: sodium methylate / toluene; methanol / 5.17 h / 9 - 22 °C / Industrial scale View Scheme
Multi-step reaction with 3 steps 1: pyridinium p-toluenesulfonate / toluene / 0.25 h / 30 - 50 °C / Industrial scale 2: chloro-trimethyl-silane / toluene / 2.5 h / 30 °C 3: sodium methylate / methanol / 20 h / 30 °C View Scheme

: 5455-98-1
2-oxiranylmethylisoindole-1,3-dione

A: 181140-34-1
(-)-2-[(2R)-oxiran-2-ylmethyl]-1H-isoindole-1,3(2H)-dione

B: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
With Cu metal organic framework based on (R)-3,3′-bis(6-carboxy-2-naphthyl)-2,2′-dihydroxy-1,1′-binaphthyl*silica packed stainless steel column (10 cm long × 4.0 mm i.d.) In ethanol; hexane at 25℃; Resolution of racemate;

: 2-((S)-3-bromo-2-hydroxypropyl)isoindoline-1,3-dione

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
With sodium methylate In methanol; toluene at 5℃; for 0.75h;	34.1 g

: 2-((S)-3-p-toluenesulfonyloxy-2-hydroxypropyl)isoindoline-1,3-dione

: 161596-47-0
(S)-N-glycidylphthalimide

Conditions

Conditions	Yield
With sodium methylate In methanol; toluene at -5 - 20℃; for 1.25h;	35.8 g

: 71026-66-9
N-(tert-butoxycarbonyl)-1,4-phenylenediamine

: 161596-47-0
(S)-N-glycidylphthalimide

: 1082937-55-0
C22H25N3O5

Conditions

Conditions	Yield
In isopropyl alcohol for 16h; Reflux;	100%
In isopropyl alcohol for 16h; Reflux;	100%
In isopropyl alcohol for 16h; Heating / reflux;	100%

: 54879-88-8
N-benzyl-2,2-dimethoxyethylamine

: 161596-47-0
(S)-N-glycidylphthalimide

: 1374982-07-6
(R)-2-{3-[benzyl-(2,2-dimethoxyethyl)amino]-2-hydroxypropyl}-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
In ethanol for 20h; Inert atmosphere; Reflux;	100%

: 161596-47-0
(S)-N-glycidylphthalimide

: 2-((R)-3-Azido-2-hydroxy-propyl)-isoindole-1,3-dione

Conditions

Conditions	Yield
With sodium azide; ammonium chloride In N,N-dimethyl-formamide at 80℃; for 1h;	100%
With sodium azide; ammonium chloride In N,N-dimethyl-formamide at 80℃;	100%

: 224323-51-7
3-fluoro-4-(morpholin-4-yl)-phenyl isocyanate

: 161596-47-0
(S)-N-glycidylphthalimide

: 168828-89-5
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione

Conditions

Conditions	Yield
With lithium bromide at 120℃; for 4h; Temperature; Solvent;	96.51%
With lithium bromide In N,N-dimethyl-formamide at 60℃; for 4h; Reagent/catalyst; Solvent;	90.11%

: 1325210-64-7
4-(4-isocyanatophenyl)morpholin-3-one

: 161596-47-0
(S)-N-glycidylphthalimide

: 446292-08-6
2-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
With 3-methyl-1-butyl acetate; magnesium chloride at 120℃; for 4h; Solvent; Reagent/catalyst; Temperature;	95.5%
With lithium iodide In chlorobenzene at 115℃; for 4h; Reagent/catalyst; Solvent; Temperature;	94.09%

: 161596-47-0
(S)-N-glycidylphthalimide

: 438056-69-0
4-(4-aminophenyl)morpholin-3-one

: 446292-07-5
2-((2R)-2-hydroxy-3-{[4-(3-oxo-4-morpholinyl)phenyl]amino}propyl)-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
In ethanol; water at 20℃; for 15h; Solvent; Temperature;	95%
In ethanol; water for 27h; Heating;	92%
In methanol; water at 65 - 70℃; for 32h;	92%

: 161596-47-0
(S)-N-glycidylphthalimide

: 438056-69-0
4-(4-aminophenyl)morpholin-3-one

: 2-((2R)-2-hydroxy-3-{[4-(3-oxomorpholin-4-yl)phenyl]amino}propyl)-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
In water; toluene at 30 - 85℃; Solvent; Temperature;	94.6%

: 93246-53-8
3-fluoro-4-(morpholinyl)aniline

: 161596-47-0
(S)-N-glycidylphthalimide

: 874340-08-6
N-[3-phthalimido-2-(R)-hydroxypropyl]-3-fluoro-4-(4-morpholinyl)aniline

Conditions

Conditions	Yield
In ethanol; water at 80℃; for 14h;	94.4%
In N,N-dimethyl-formamide for 5h; Product distribution / selectivity; Heating / reflux;
In N,N-dimethyl-formamide

: 122-80-5
N-acetyl-p-phenylenediamine

: 161596-47-0
(S)-N-glycidylphthalimide

: C19H19N3O4

Conditions

Conditions	Yield
In isopropyl alcohol for 16h; Reflux;	93.8%

: 161596-47-0
(S)-N-glycidylphthalimide

: 148857-42-5
2-((S)-3-chloro-2-hydroxypropyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
Stage #1: (S)-N-glycidylphthalimide With Chloroiodomethane In 2-methyltetrahydrofuran at -78℃; for 0.0333333h; Stage #2: With methyllithium In 2-methyltetrahydrofuran; diethyl ether at -78℃; for 1h; Solvent; Reagent/catalyst; Temperature; enantioselective reaction;	93%
With C25H21OP; trichloroacetonitrile In water; N,N-dimethyl-formamide at 25℃; for 6h; Inert atmosphere; Irradiation;	78%

: 100-01-6
4-nitro-aniline

: 161596-47-0
(S)-N-glycidylphthalimide

: C17H15N3O5

Conditions

Conditions	Yield
In ethanol at 50℃; Solvent; Temperature;	91%

: 161596-47-0
(S)-N-glycidylphthalimide

: C11H10INO3

Conditions

Conditions	Yield
Stage #1: (S)-N-glycidylphthalimide With diiodomethane In 2-methyltetrahydrofuran at -78℃; for 0.0333333h; Stage #2: With methyllithium In 2-methyltetrahydrofuran; diethyl ether at -78℃; for 1h; enantioselective reaction;	91%

: 93246-53-8
3-fluoro-4-(morpholinyl)aniline

: 161596-47-0
(S)-N-glycidylphthalimide

: C21H22FN3O4

Conditions

Conditions	Yield
In ethanol at 60℃; for 16h; Temperature; Inert atmosphere;	90.09%

: 161596-47-0
(S)-N-glycidylphthalimide

: 2-((S)-3-bromo-2-hydroxypropyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
Stage #1: (S)-N-glycidylphthalimide With iodobromomethane In 2-methyltetrahydrofuran at -78℃; for 0.0333333h; Stage #2: With methyllithium In 2-methyltetrahydrofuran; diethyl ether at -78℃; for 1h; enantioselective reaction;	89%

: C10H8(2)H4N2O2

: 161596-47-0
(S)-N-glycidylphthalimide

: C21H17(2)H4N3O5

Conditions

Conditions	Yield
In ethanol; water at 0℃; for 32h; Reflux;	88%

: 75-86-5
2-hydroxy-2-methylpropanenitrile

: 161596-47-0
(S)-N-glycidylphthalimide

: 929281-94-7
(S)-4-(1,3-dioxoisoindol-2-yl)-3-hydroxybutyronitrile

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 75℃;	87%

: 103-71-9
phenyl isocyanate

: 161596-47-0
(S)-N-glycidylphthalimide

: (S)-2-((2-oxo-3-phenyloxazolidin-5-yl)methyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
With (2-hydroxy-5-methylphenyl)triphenylphosphonium iodide In chlorobenzene at 100℃; for 6h; Inert atmosphere;	87%

: 212325-40-1
methyl (3-fluoro-4-morpholinophenyl)carbamate

: 161596-47-0
(S)-N-glycidylphthalimide

: 168828-89-5
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione

Conditions

Conditions	Yield
With lithium tert-butoxide In N,N-dimethyl-formamide at 25 - 85℃; Temperature; Solvent; Reagent/catalyst;	85%
With lithium tert-butoxide In ethyl acetate at 25 - 75℃; Solvent; Temperature; Reagent/catalyst;	70%

: 161596-47-0
(S)-N-glycidylphthalimide

: 540-37-4
p-aminoiodobenzene

: (R)-2-(2-hydroxy-3-((4-iodophenyl)amino)propyl)isoindolin-1,3-one

Conditions

Conditions	Yield
In ethanol; water at 100℃; for 12h;	84.9%

: C24H26N2O3

: 161596-47-0
(S)-N-glycidylphthalimide

: C35H35N3O6

Conditions

Conditions	Yield
In methanol; ethanol at 75℃; for 48h; Temperature; Solvent;	84.7%

: 161596-47-0
(S)-N-glycidylphthalimide

: 873-74-5
4-Aminobenzonitrile

: 1261131-68-3
4-(3-(1,3-dioxoisoindolin-2-yl)-2-hydroxypropylamino)benzonitrile

Conditions

Conditions	Yield
at 105℃; for 13h;	84%
With magnesium(II) perchlorate In 1,4-dioxane for 10h; Reflux;	78%

: 161596-47-0
(S)-N-glycidylphthalimide

: 103-49-1
dibenzylamine

: 1357474-57-7
2-[(2R)-3-(dibenzylamino)-2-hydroxy-propyl]isoindoline-1,3-dione

Conditions

Conditions	Yield
In isopropyl alcohol at 0℃; for 9h; Reflux; Inert atmosphere; regioselective reaction;	84%

: 168828-81-7, 1027135-00-7
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate

: 161596-47-0
(S)-N-glycidylphthalimide

: 168828-89-5
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione

Conditions

Conditions	Yield
Stage #1: benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate With lithium tert-butoxide In tetrahydrofuran; N,N-dimethyl-formamide at 5℃; for 0.5h; Inert atmosphere; Stage #2: (S)-N-glycidylphthalimide In tetrahydrofuran; N,N-dimethyl-formamide at 5 - 20℃; for 24h; Reagent/catalyst; Temperature; Inert atmosphere;	84%

: 7-fluoro-1-(piperazin-1-yl)isoquinoline

: 161596-47-0
(S)-N-glycidylphthalimide

: 2-[(2R)-3-[4-(7-fluoroisoquinolin-1-yl)piperazin-1-yl]-2-hydroxypropyl]-2,3-dihydro-1H-isoindole-1,3-dione

Conditions

Conditions	Yield
In acetonitrile at 70℃; for 6h;	84%

(S)-(+)-N-(2,3-Epoxypropyl)phthalimide Specification

The (S)-2-Oxiranylmethyl-isoindole-1,3-dione is an organic compound with the formula C₁₁H₉NO₃. The systematic name of this chemical is 2-(oxiran-2-ylmethyl)-1H-isoindole-1,3(2H)-dione . With the CAS registry number 161596-47-0, it is also named as 1H-Isoindole-1,3(2H)-dione, 2-(oxiranylmethyl)-. The product's categories are N-Substituted Maleimides, Succinimides & Phthalimides; N-Substituted Phthalimides; Oxiranes; Simple 3-Membered Ring Compounds.

Physical properties about (S)-2-Oxiranylmethyl-isoindole-1,3-dione are: (1)ACD/LogP: 1.60; (2)ACD/LogD (pH 5.5): 1.6; (3)ACD/LogD (pH 7.4): 1.6; (4)ACD/BCF (pH 5.5): 9.76; (5)ACD/BCF (pH 7.4): 9.76; (6)ACD/KOC (pH 5.5): 177.71; (7)ACD/KOC (pH 7.4): 177.71; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 49.91 Å²; (11)Index of Refraction: 1.648; (12)Molar Refractivity: 51.16 cm³; (13)Molar Volume: 140.4 cm³; (14)Polarizability: 20.28×10^-24cm³; (15)Surface Tension: 64.5 dyne/cm; (16)Density: 1.446 g/cm³; (17)Flash Point: 163.9 °C; (18)Enthalpy of Vaporization: 59.17 kJ/mol; (19)Boiling Point: 347.4 °C at 760 mmHg; (20)Vapour Pressure: 5.38E-05 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is risk of serious damage to eyes. When you are using it, wear eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1c3c(C(=O)N1CC2OC2)cccc3
(2)InChI: InChI=1/C11H9NO3/c13-10-8-3-1-2-4-9(8)11(14)12(10)5-7-6-15-7/h1-4,7H,5-6H2
(3)InChIKey: DUILGEYLVHGSEE-UHFFFAOYAO
(4)Std. InChI: InChI=1S/C11H9NO3/c13-10-8-3-1-2-4-9(8)11(14)12(10)5-7-6-15-7/h1-4,7H,5-6H2
(5)Std. InChIKey: DUILGEYLVHGSEE-UHFFFAOYSA-N

Product Name

(S)-(+)-GLYCIDYL PHTHALIMIDE

Synthetic route

(S)-(+)-N-(2,3-Epoxypropyl)phthalimide Specification

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