(5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione
Base Information
- Chemical Name: (5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione
- CAS No.: 168828-82-8
Manufacturers supply cost-effective and customizable (5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione 168828-82-8
- Molecular Formula: C14H17FN2O4
- Molecular Weight: 296.298
- Vapor Pressure: 0mmHg at 25°C
- Melting Point: 110-112 °C
- Refractive Index: 1.572
- Boiling Point: 494.241 °C at 760 mmHg
- PKA: 14.05±0.10(Predicted)
- Flash Point: 252.708 °C
- PSA： 62.24000
- Density: 1.362 g/cm3
- LogP: 1.10980
(5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione(Cas 168828-82-8) Usage
InChI:InChI=1/C14H17FN2O4/c15-12-7-10(17-8-11(9-18)21-14(17)19)1-2-13(12)16-3-5-20-6-4-16/h1-2,7,11,18H,3-6,8-9H2/t11-/m1/s1
168828-82-8 Relevant articles
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168828-82-8 Process route
-
-
60456-26-0
(R)-glycidyl butyrate
-
-
168828-81-7,1027135-00-7
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate
-
-
168828-82-8
(R)-3-(3-fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl methanol
| Conditions | Yield |
|---|---|
|
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 1h;
Inert atmosphere;
(R)-glycidyl butyrate;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
With
ammonium chloride;
In
tetrahydrofuran; hexane; water;
|
85.1%
|
|
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate;
With
n-butyllithium; butan-1-ol;
In
tetrahydrofuran; hexane;
at -15 - 30 ℃;
Inert atmosphere;
(R)-glycidyl butyrate;
In
tetrahydrofuran; hexane;
at -10 - 15 ℃;
With
water;
In
tetrahydrofuran; hexane; ethyl acetate;
|
85%
|
|
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 1.63333h;
(R)-glycidyl butyrate;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
for 22.1h;
|
83%
|
|
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
Inert atmosphere;
(R)-glycidyl butyrate;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
Concentration;
Time;
|
80%
|
|
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 3.5h;
Inert atmosphere;
(R)-glycidyl butyrate;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
Time;
Inert atmosphere;
|
80%
|
|
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate;
With
n-butyllithium;
In
tetrahydrofuran;
at -85 - -75 ℃;
for 2h;
(R)-glycidyl butyrate;
In
tetrahydrofuran;
Heating;
|
77.7%
|
|
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate;
With
n-butyllithium;
In
tetrahydrofuran;
at -78 ℃;
for 0.333333h;
Inert atmosphere;
(R)-glycidyl butyrate;
In
tetrahydrofuran;
at -78 - 20 ℃;
Inert atmosphere;
|
70%
|
|
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 3.5h;
Inert atmosphere;
(R)-glycidyl butyrate;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
With
ammonium chloride;
In
tetrahydrofuran; hexane; water;
at 20 ℃;
for 0.166667h;
Product distribution / selectivity;
|
70%
|
|
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.5h;
(R)-glycidyl butyrate;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
With
ammonium chloride;
In
tetrahydrofuran; hexane; water;
|
64%
|
|
With
n-butyllithium;
Yield given. Multistep reaction;
1.) THF, hexane, -78 deg C, 35 min, 2.) THF, hexane, -78 deg C, 1 h;
|
|
|
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
(R)-glycidyl butyrate;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
|
|
|
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate;
With
n-butyllithium;
In
tetrahydrofuran; pentane;
at -78 ℃;
Inert atmosphere;
(R)-glycidyl butyrate;
In
tetrahydrofuran; pentane;
at 20 ℃;
Inert atmosphere;
|
|
|
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -80 - -78 ℃;
for 2.5h;
Inert atmosphere;
(R)-glycidyl butyrate;
In
tetrahydrofuran; hexane;
at 20 ℃;
Cooling;
|
|
|
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate;
With
n-butyllithium;
In
tetrahydrofuran;
at -78 ℃;
(R)-glycidyl butyrate;
at -78 - 20 ℃;
|
|
|
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate;
With
n-butyllithium;
In
tetrahydrofuran;
at -30 - -20 ℃;
(R)-glycidyl butyrate;
In
tetrahydrofuran;
at -30 - 50 ℃;
|
78 g
|
|
With
n-butyllithium;
In
tetrahydrofuran;
at -78 ℃;
|
-
-
124-38-9,18923-20-1
carbon dioxide
-
-
(S)-N-(2,3-epoxy-1-propyl)-3-fluoro-4-(4-morpholinyl)aniline
-
-
168828-82-8
(R)-3-(3-fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl methanol
| Conditions | Yield |
|---|---|
|
With
dmap; C20H14AlNO3;
In
dichloromethane;
at 25 ℃;
for 60h;
under 760.051 Torr;
stereoselective reaction;
Sealed tube;
|
85%
|
168828-82-8 Upstream products
-
60456-26-0
(R)-glycidyl butyrate
-
168828-81-7
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate
-
93246-53-8
3-fluoro-4-(morpholinyl)aniline
-
912552-56-8
((S)-2,3-Dihydroxy-propyl)-(3-fluoro-4-morpholin-4-yl-phenyl)-carbamic acid benzyl ester
168828-82-8 Downstream products
-
216869-07-7
(R)-[{N-3-(3-fluoro-4-morpholinophenyl)-2-oxo-oxazolidin-5-yl}methyl]isothiocyanate
-
216868-96-1
(S)-N-[[3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]methyldithiocarbamate
-
252260-22-3
5(R)-Isoxazol-3-yloxymethyl-3-(4-morpholino-3-fluoro-phenyl)oxazolidin-2-one
-
496031-56-2
(R)-(3-(3-fluoro-4-morpholinophenyl)-2-oxooxazolidin-5-yl)methyl acetate