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10th October 2011 @ 01:01
Acid-mediated Pictet-Spengler of MW51 to give N-benzoyl-derivative of PZQ MNR14-1 - comparing the rates of reaction versus the activated examples MNR11 and MNR12 and of MNR13-1 [b]Hazard and Risk Assessment:[/b] As for [url=http://www.ourexperiment.org/racemic_pzq/2422/Acidmediated_PictetSpengler_of_MNR82_to_give_dimethoxyNbenzoylderivative_of_PZQ_MNR122.html]MNR12-2[/url] [b]Procedure[/b] MW51 (95 mg, 0.28 mmol) was stirred with methanesulfonic acid (1.82 mL, 28 mmol) at room temperature and after 1 hour (first TLC) all the starting material had been consumed. The reaction was quenched with saturated sodium carbonate and extracted with EtOAc (20 mL x2). The organic fractions were dried over magnesium sulfate, filtered and concentrated under reduced pressure. Crude - 60 mg as a yellow oil that showed signs of slowly crystallizing after 24 hours
Attached Files
MNR14-1 table.PNG
MNR14-1 scheme.png