Trifluoroacetic acid → 2-Acetylsulfanylmethyl-3-(6-amino-pyridin-3-yl)-butyric acid ethyl ester

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Reaction Steps

TFA (2 mL) was added to a solution of 2-acetylsulfanylmethyl-3-(6-tert-butoxycarbonylamino-pyridin-3-yl)-butyric acid ethyl ester (178 mg, 0.449 mmol) in methylene chloride (2 mL). The mixture was stirred for 60 min and concentrated under reduced pressure. Flash chromatography (toluene/EtOAc, 1:6) gave unpure 2-acetylsulfanylmethyl-3-(6-amino-pyridin-3-yl)-butyric acid ethyl ester (176 mg, 95%). Further purification by HPLC (10→70% acetonitrile in water, 0.1% TFA) gave 2-acetylsulfanylmethyl-3-(6-amino-pyridin-3-yl)-butyric acid ethyl ester (104 mg, 56%) as the TFA salt.

Provenance & Evidence