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15th June 2013 @ 04:50
See also: [blog=1470]Coupling of Boc-Gly-OH and 4-aminoantipyrine (PMY 29-2)[/blog] but with EDCI and HOBt. Procedure:Boc-Gly-OH (200 mg, 1.14 mmol, 1 equiv.), EDCI (262 mg, 1.37 mmol, 1.2 equiv.) and HOBt (15 mg, 0.11 mmol, 0.1 equiv.) were stirred in CH2Cl2 (10 mL) and stirred at room temperature for 15 minutes. 4-Aminoantipyrine (255 mg, 1.26 mmol, 1.1 equiv.) was added and the reaction mixture stirred for 3 hours. A saturated aqueous solution of NaHCO3 was added and the the layers were separated and the aqueous layer was extracted with CH2Cl2. Combined organic layers were washed with water, brine and then dried (MgSO4) to give an orange foam (490 mg). Crude 1H NMR matched PMY 29-2 but with extra impurity, reaction TLC looks far worse than NMR. Used as crude in AEW 64-1. Data: TLC in 10% MeOH in CH2Cl2 [data]6570[/data][data]6566[/data][data]6568[/data] Hazard and Risk Assessment: See [blog=1470]Coupling of Boc-Gly-OH and 4-aminoantipyrine (PMY 29-2)[/blog]
Attached Files
AEW 63-1.png
AEW 63-1 crude 1H.pdf
AEW 63-1.zip
AEW 63-1.jpg