Trifluoroacetic acid → 2-Amino-pentanoic acid (5-cyclopentylmethyl-isoxazol-3-yl)-amide

Participants

Reaction Steps

[1-(5-Cyclopentylmethyl-isoxazol-3-ylcarbamoyl)-butyl]-carbamic acid tert-butyl ester (14.0 mmol) was dissolved in 100 mL of anhydrous dichloromethane at rt under N2. Triflouroacetic acid (140 mmol) was added and the reaction was stirred for 18 h. The crude reaction was concentrated under reduced pressure. The residual oil was redissolved in 100 mL Et2O and washed with 100 mL 1N NaOH, followed by 100 mL aqueous saturated sodium chloride solution. The organics were then dried over Na2SO4, filtered and concentrated under reduced pressure to give 2-Amino-pentanoic acid (5-Cyclopentylmethyl-isoxazol-3-yl)-amide (11.3 mmol).

Provenance & Evidence