Sulfuric Acid → Z-Asn(trt)-OH

Participants

Reaction Conditions

Reaction Steps

Concentrated H2SO4 (0.2 ml) was added to a solution of Cbz-Asn-OH (10 g, 37.6 mmol), trityl alcohol (20 g, 75.2 mmol), and acetic anhydride (7.1 ml, 75.2 mmol) in acetic acid (114 ml) and the reaction was stirred for 1 hour at 50° C. The solution was cooled and slowly added to 1.0 L of cold H2O. The white precipitate was filtered, dissolved in EthOAc (250 ml), washed with H2O, dried over Na2SO4 and filtered. The resulting white solid was crystallized from EthOAc/hexane to give 13 g (68%) of a white solid.

Provenance & Evidence