CAS No.168828-89-5,DeacetaMide Linezolid PhthaliMide Suppliers

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Basic Information

Molecular Structure:
CAS No.:	168828-89-5
Name:	DeacetaMide Linezolid PhthaliMide
Article Data:	20

Formula:	C₂₂H₂₀FN₃O₅
Molecular Weight:	425.416
Synonyms:	(S)-N-[[3-[3-Fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5- oxazolidinyl]methyl]phthalimide;2-[[(5S)-3-(3-Fluoro-4-morpholino-phenyl)-2-oxo-oxazolidin-5-yl]methyl]isoindoline-1,3-dione;
EINECS:	1533716-785-6
Density:	1.441 g/cm³
Melting Point:	205-207 °C
Boiling Point:	619.13 °C at 760 mmHg
Flash Point:	328.238 °C
PSA:	79.39000
LogP:	2.35160

Synthetic route

: 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%

: 352524-58-4
2-[(5R)-(2-oxo-5-oxazolidinyl)-methyl]-1H-isoindole-1,3(2H)-dione

: 513068-89-8
4-(2-fluoro-4-bromophenyl)morpholine

: 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 copper(l) iodide; N,N-dimethyl-ethanamine; potassium carbonate In dichloromethane at 110℃; for 20h; Reagent/catalyst; Solvent; Temperature;	92.8%
With copper(l) iodide; (S,S)-1,2-diaminocyclohexane; potassium carbonate In 1,4-dioxane at 110℃; for 20h; Goldberg Reaction; Inert atmosphere;	76%

: (5R)-5-(chloromethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone

: 1074-82-4
potassium phtalimide

: 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
at 140 - 145℃; for 2h;	92%
In N,N-dimethyl-formamide for 5h; Reflux;	62%
In N,N-dimethyl-formamide for 5h; Heating / reflux;

: 1074-82-4
potassium phtalimide

: 174649-09-3
(R)-methyl methanesulfonate

: 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
In N,N-dimethyl-formamide at 80℃; for 3h;	87.7%
In N,N-dimethyl-formamide at 120℃; for 2h;
In N,N-dimethyl-formamide at 120℃; for 2h;	27 g

: 1373348-82-3
(S)-3-Chloro-1-(1,3-dioxoisoindolin-2-yl)propan-2-yl-3-fluoro-4-morpholinophenylcarbamate

: 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 potassium carbonate In acetone at 20℃; for 8h;	86%

: 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%

: 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%

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

: 1074-82-4
potassium phtalimide

: 79-22-1
methyl chloroformate

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

: 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: (R)-(-)-epichlorohydrin; 3-fluoro-4-(morpholinyl)aniline In butan-1-ol at 20℃; Cooling; Stage #2: methyl chloroformate With sodium hydrogencarbonate In butan-1-ol at 0 - 5℃; Stage #3: potassium phtalimide In N,N-dimethyl-formamide at 95 - 100℃; for 3h;	83%

...Expand

: C21H22FN3O4

: 530-62-1
1,1'-carbonyldiimidazole

: 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 dmap In acetonitrile at 80℃; for 1.5h; Inert atmosphere;	70.51%

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

: 530-62-1
1,1'-carbonyldiimidazole

: 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
In dichloromethane at 20℃; for 20h;
In dichloromethane

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Specification

The 1H-Isoindole-1,3(2H)-dione,2-[[(5S)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]- with CAS registry number of 168828-89-5 is also known as (S)-N-[[3-[3-Fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5- oxazolidinyl]methyl]phthalimide. The systematic name is 2-[[(5S)-3-(3-Fluoro-4-morpholino-phenyl)-2-oxo-oxazolidin-5-yl]methyl]isoindoline-1,3-dione. In addition, the formula is C₂₂H₂₀FN₃O₅ and the molecular weight is 425.41.

Physical properties about 1H-Isoindole-1,3(2H)-dione,2-[[(5S)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]- are: (1)ACD/LogP: 2.14; (2)ACD/LogD (pH 5.5): 1.713; (3)ACD/LogD (pH 7.4): 2.133; (4)ACD/BCF (pH 5.5): 9.312; (5)ACD/BCF (pH 7.4): 24.491; (6)ACD/KOC (pH 5.5): 129.807; (7)ACD/KOC (pH 7.4): 341.396; (8)#H bond acceptors: 8 ; (9)#Freely Rotating Bonds: 4; (10)Index of Refraction: 1.635; (11)Molar Refractivity: 105.719 cm³; (12)Molar Volume: 295.229 cm³; (13)Surface Tension: 61.456 dyne/cm; (14)Density: 1.441 g/cm³; (15)Flash Point: 328.238 °C; (16)Enthalpy of Vaporization: 91.78 kJ/mol; (17)Boiling Point: 619.13 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
1. SMILES: c1ccc2c(c1)C(=O)N(C2=O)C[C@H]3CN(C(=O)O3)c4ccc(c(c4)F)N5CCOCC5
2. InChI: InChI=1/C22H20FN3O5/c23-18-11-14(5-6-19(18)24-7-9-30-10-8-24)25-12-15(31-22(25)29)13-26-20(27)16-3-1-2-4-17(16)21(26)28/h1-6,11,15H,7-10,12-13H2/t15-/m1/s1
3. InChIKey: FKZUTWSVQLXKQE-OAHLLOKOBL
4. Std. InChI: InChI=1S/C22H20FN3O5/c23-18-11-14(5-6-19(18)24-7-9-30-10-8-24)25-12-15(31-22(25)29)13-26-20(27)16-3-1-2-4-17(16)21(26)28/h1-6,11,15H,7-10,12-13H2/t15-/m1/s1
5. Std. InChIKey: FKZUTWSVQLXKQE-OAHLLOKOSA-N