Lithium Hydroxide → HCID 67195816, compound

Participants

Reaction Steps

Lithium hydroxide (0.365 g, 15.23 mmol) in water (5 mL) was added to a solution of butyl (2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinecarboxylate (for a preparation, see Intermediate 65) (1.982 g, 5.08 mmol) in ethanol (5 ml) and the mixture was stirred for 16 h at this temperature then concentrated in vacuo. The aqueous residue was diluted with water (5 mL) and the aqueous phase was washed with Et2O (10 mL). The aqueous layer was acidified with a 2M HCl aqueous solution (pH<2) and extracted with EtOAc (2×10 mL). The combined organic phases were dried over MgSO4 and concentrated in vacuo to give (2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinecarboxylic acid (1.45 g, 4.34 mmol, 85% yield) as a colourless crystalline solid

Provenance & Evidence