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CAS No.: | 168828-84-0 |
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Name: | (R)-5-(Azidomethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone |
Article Data: | 25 |
Molecular Structure: | |
Formula: | C14H16 F N5 O3 |
Molecular Weight: | 321.311 |
Synonyms: | 2-Oxazolidinone,5-(azidomethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-,(R)- |
Melting Point: | 102.5-103.5 °C |
PSA: | 91.76000 |
LogP: | 1.88056 |
(R)-methyl methanesulfonate
(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one
Conditions | Yield |
---|---|
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% |
(S)-N-[[3-[3-fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]amine
(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one
Conditions | Yield |
---|---|
With fluorosulfonyl azide; potassium hydrogencarbonate In tert-butyl methyl ether; water; N,N-dimethyl-formamide at 20℃; for 0.0833333h; | 92% |
(R)-[N-3-(3-fluoro-4-morpholinylphenyl)-2-oxo-5-oxazolidinyl]methyl 4-methylbenzenesulfonate
(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one
Conditions | Yield |
---|---|
With sodium azide In N,N-dimethyl-formamide at 80 - 85℃; for 4h; | 90% |
(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one
Conditions | Yield |
---|---|
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% |
(R)-5-azidomethyl-1,3-oxazolidin-2-one
4-(2-fluoro-4-bromophenyl)morpholine
(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one
Conditions | Yield |
---|---|
With copper(l) iodide; potassium carbonate; rac-diaminocyclohexane In 1,4-dioxane at 110℃; for 23h; | 84% |
(S)-3-azido-1-chloropropan-2-yl 3-fluoro-4-morpholinophenylcarbamate
(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 20℃; for 8h; | 83% |
(R)-5-azidomethyl-1,3-oxazolidin-2-one
4-(2-fluoro-4-iodophenyl)morpholine
(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one
Conditions | Yield |
---|---|
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% |
(S)-3-azido-1-chloropropan-2-yl chloroformate
3-fluoro-4-(morpholinyl)aniline
(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 20℃; | 82% |
(R)-3-(3-fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl methanol
(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one
Conditions | Yield |
---|---|
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 |
(R)-N-(3-fluoro-4-morpholinylphenyl)oxiranylmethyl carbamic acid ethyl ester
(R)-5-azidomethyl-3-(3-fluoro-4-(morpholin-4-yl)phenyl)oxazolidin-2-one
Conditions | Yield |
---|---|
With sodium azide; ammonium chloride In methanol; water at 80 - 85℃; for 4h; | 76% |
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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 , 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)- .