Trifluoroacetic acid → HCID 58017544, compound

Participants

Reaction Steps

To a solution of tert-butyl (3S)-3-{[5-chloro-2-(1H-tetrazol-1-yl)benzyl]carbamoyl}pyrazolidine-1-carboxylate (82 mg, 0.200 mmol) in DCM (2 mL) and pyridine (0.080 mL) was added a solution of (R)-2-phenyl-2-(trimethylsilyloxy)acetyl chloride (ca 0.3 M in DCM, 1 mL, 0.3 mmol, see Preparation 2). The resulting solution was stirred at rt over night. TFA (ca 1 mL) was added and the mixture was stirred for one more hour and then evaporated. The residue was purified using flash chromatography (DCM/MeCN gradient from 2:1 to 1:1) to give (3S)—N-[5-chloro-2-(1H-tetrazol-1-yl)benzyl]-2-[(2R)-2-hydroxy-2-phenylacetyl]pyrazolidine-3-carboxamide (52 mg, 59%) as an oil.

Provenance & Evidence