2-Oxazolidinone, 5-(aMinoMethyl)-3-(3-fluoro-4-iodophenyl)-, (5S)- synthesis

7synthesis methods

Product Name:2-Oxazolidinone, 5-(aMinoMethyl)-3-(3-fluoro-4-iodophenyl)-, (5S)-
CAS Number:627543-03-7
Molecular formula:C10H10FIN2O2
Molecular Weight:336.1

724793-80-0 Synthesis

1H-Isoindole-1,3(2H)-dione, 2-[[(5S)-3-(3-fluoro-4-iodophenyl)-2-oxo-5-oxazolidinyl]Methyl]-

724793-80-0
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2-Oxazolidinone, 5-(aMinoMethyl)-3-(3-fluoro-4-iodophenyl)-, (5S)-

627543-03-7
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Yield:627543-03-7 90%

Reaction Conditions:

with hydrazine hydrate in ethanol; for 2 h;Reflux;

Steps:

General procedure-5: Formation of A5 aminomethyl analogs

General procedure: (1 mmol) of compound 5 was dissolved in ethanol (5 mL), then hydrazine monohydrate (5.0 equiv) was added and the resulting reaction mixture was heated to reflux and stirred for 2 hrs. Then the reaction mixture was cooled to room temperature before DDW (10 mL) was added. The aqueous solution was then extracted with DCM (3× 10 mL), and the combined organic extracts were washed with DDW (2× 10 mL) and saturated aqueous NaCl (10 mL), dried over MgSO₄, and concentrated under vacuum.

References:

Spaulding, Andrew;Takrouri, Khuloud;Mahalingam, Pornachandran;Cleary, Dillon C.;Cooper, Harold D.;Zucchi, Paola;Tear, Westley;Koleva, Bilyana;Beuning, Penny J.;Hirsch, Elizabeth B.;Aggen, James B. [Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,# 23,p. 5310 - 5321] Location in patent:supporting information

149524-45-8 Synthesis

(S)-N-[3-(3-FLUORO-4-IODO-PHENYL)-2-OXO-OXAZOLIDIN-5-YLMETHYL]-ACETAMIDE

149524-45-8
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$208.00/250mg

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References

372-19-0
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$10.00/1g

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References

(3-Fluorophenyl)carbamic acid benzyl ester

149524-47-0
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627543-03-7
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References

(R)-3-(3-FLUOROPHENYL)-5-(HYDROXYMETHYL)OXAZOLIDIN-2-ONE

149524-42-5
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$34.00/100mg

627543-03-7
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References