Trifluoroacetic acid → [1-{(2-Amino-ethyl)-[(2-methyl-2-phenyl-propylcarbamoyl)-methyl]-carbamoyl}-2-(3H-imidazol-4-yl)-ethyl]-carbamic acid benzyl ester

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Reaction Steps

The compound from Step 4 (1.09 g, 1.26 mmol) was treated with 95% aqueous trifluoroacetic acid (50 mL) for 1 hour at room temperature. The solvent was reduced to a few milliliters, and pipetted into 200 mL of ether/hexanes. The product was allowed to precipitate overnight at −40° C. The solid was collected, rinsed and dried. Purification was carried out via reversed-phase HPLC (0.1% trifluoroacetic acid in acetonitrile and 0.1% aqueous trifluoroacetic acid as eluent; C-18 column) to give a white powder; 0.30 g (45% yield). MS-APCI: M+1=521.2.

Provenance & Evidence