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(R)-5-(Azidomethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone
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Name

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

 EINECS N/A
CAS No. 168828-84-0 Density N/A
PSA 91.76000 LogP 1.88056
Solubility N/A Melting Point 102.5-103.5 °C
Formula C14H16 F N5 O3 Boiling Point N/A
Molecular Weight 321.311 Flash Point N/A
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 168828-84-0 ((R)-5-(Azidomethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone) Hazard Symbols N/A
Synonyms

2-Oxazolidinone,5-(azidomethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-,(R)-

Article Data 25

(R)-5-(Azidomethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone Synthetic route

174649-09-3

(R)-methyl methanesulfonate

168828-84-0

(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide at 85℃;97.23%
With sodium azide In N,N-dimethyl-formamide at 60℃; Reflux;95%
With sodium azide In tetrahydrofuran; water for 8h; Reflux;93%
168828-90-8

(S)-N-[[3-[3-fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]amine

168828-84-0

(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one

Conditions
ConditionsYield
With fluorosulfonyl azide; potassium hydrogencarbonate In tert-butyl methyl ether; water; N,N-dimethyl-formamide at 20℃; for 0.0833333h;92%
168828-83-9

(R)-[N-3-(3-fluoro-4-morpholinylphenyl)-2-oxo-5-oxazolidinyl]methyl 4-methylbenzenesulfonate

168828-84-0

(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide at 80 - 85℃; for 4h;90%

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

168828-84-0

(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide at 85℃; for 12h;87%
With sodium azide In N,N-dimethyl-formamide at 85℃; for 12h;86%
677726-40-8

(R)-5-azidomethyl-1,3-oxazolidin-2-one

513068-89-8

4-(2-fluoro-4-bromophenyl)morpholine

168828-84-0

(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate; rac-diaminocyclohexane In 1,4-dioxane at 110℃; for 23h;84%
1373348-81-2

(S)-3-azido-1-chloropropan-2-yl 3-fluoro-4-morpholinophenylcarbamate

168828-84-0

(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 8h;83%
677726-40-8

(R)-5-azidomethyl-1,3-oxazolidin-2-one

1250999-09-7

4-(2-fluoro-4-iodophenyl)morpholine

168828-84-0

(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one

Conditions
ConditionsYield
With trans-1,2-Diaminocyclohexane; potassium carbonate; copper(l) chloride In 1,4-dioxane at 110℃; for 15h; Inert atmosphere; Darkness;82%
With potassium carbonate; trans-1,2-Diaminocyclohexane; copper(l) chloride In 1,4-dioxane at 110℃; for 15h; Inert atmosphere; Darkness; Sealed vessel;82%
1373348-78-7

(S)-3-azido-1-chloropropan-2-yl chloroformate

93246-53-8

3-fluoro-4-(morpholinyl)aniline

168828-84-0

(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃;82%
168828-82-8

(R)-3-(3-fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl methanol

168828-84-0

(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one

Conditions
ConditionsYield
Stage #1: (R)-3-(3-fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl methanol With methanesulfonyl chloride; triethylamine In dichloromethane at 0 - 20℃;
Stage #2: With sodium azide In N,N-dimethyl-formamide at 80℃; Further stages.;		79%
Multi-step reaction with 2 steps
1: Et3N / CH2Cl2 / 4 h / 0 °C
2: NaN3 / dimethylformamide / 75 °C
View Scheme
Multi-step reaction with 2 steps
1: Et3N / tetrahydrofuran / 2 h / 20 °C
2: sodium azide / dimethylformamide / 6 h / 65 °C
View Scheme
1223581-08-5

(R)-N-(3-fluoro-4-morpholinylphenyl)oxiranylmethyl carbamic acid ethyl ester

168828-84-0

(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one

Conditions
ConditionsYield
With sodium azide; ammonium chloride In methanol; water at 80 - 85℃; for 4h;76%

(R)-5-(Azidomethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone Chemical Properties

Molecular structure of (R)-5-(Azidomethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone (CAS NO.168828-84-0) is:

Product Name: (R)-5-(Azidomethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone
CAS Registry Number: 168828-84-0
Systematic Name: diazo-[(5R)-3-(3-fluoro-2-morpholino-phenyl)-2-oxo-oxazolidin-5-yl]-methyl-ammonium
Molecular Formula: C14H16FN5O3
Molecular Weight: 321.31 
SMILES: C[N+](=[N+]=[N-])[C@H]1CN(C(=O)O1)c2cccc(c2N3CCOCC3)F
InChI: InChI=1/C14H17FN5O3/c1-18(17-16)12-9-20(14(21)23-12)11-4-2-3-10(15)13(11)19-5-7-22-8-6-19/h2-4,12H,5-9H2,1H3/q+1/t12-/m1/s1
InChIKey: BZQOTFBTVJNDAL-GFCCVEGCBX
Std. InChI: InChI=1S/C14H17FN5O3/c1-18(17-16)12-9-20(14(21)23-12)11-4-2-3-10(15)13(11)19-5-7-22-8-6-19/h2-4,12H,5-9H2,1H3/q+1/t12-/m1/s1
Std. InChIKey: BZQOTFBTVJNDAL-GFCCVEGCSA-N

(R)-5-(Azidomethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone Specification

 (R)-5-(Azidomethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone , its cas register number is 168828-84-0. It also can be called 2-Oxazolidinone,5-(azidomethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-,(5R)- .

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