Lithium Hydroxide → HCID 69546178, compound

Participants

Reaction Conditions

Reaction Steps

In a flask (6S,8R)-8-benzyloxycarbonylamino-1-chloro-8-methyl-4-oxo-3-(3-trifluoromethyl-benzyloxy)-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrazine-6-carboxylic acid ethyl ester (50 mg, 0.0862 mmol) was dissolved in THF (800 μL) and 2 drops MeOH and cooled to 0° C. Lithium hydroxide (260 μL, 0.259 mmol) 1.0 M in water was added and the mixture allowed to stir for approximately 2 h at 0° C. TLC indicated complete reaction. The mixture was diluted with EtOAc and 5% citric acid was added. The mixture was separated and the aqueous layer extracted 1× with EtOAc. The organics were dried with Na2SO4 filtered and concentrated to give the product as a white solid (47 mg, 99% yield). 1HNMR (300 MHz, CD3OD) δ 1.6(s, 3H) 2.25 (m, 1H) 2.95(m, 1H) 4.63 (s, 2H) 5.05 (m, 2H) 7.25–7.8 (m, 9H)

Provenance & Evidence