Sodium Hydroxide → HCID 57152244, compound

Participants

Reaction Conditions

Reaction Steps

(3R,4S)-3-(2-Methyl-1-propyl)-4-methyl-1-(2-tetrahydropyranyloxy)azetidin-2-one (3.5 g, 14.5 mmol) in 30 mL of ethylene glycol dimethyl ether is treated with 20 mL of 2.5 M aqueous sodium hydroxide solution. The mixture is stirred at 25° C. for 16 h and is then brought to pH 3 by addition of saturated aqueous sodium bisulfate solution. The mixture is extracted with ether and the organics are dried over magnesium sulfate and concentrated under reduced pressure to give 3.2 g (84%) of (2R,3S)-3-(2-tetrahydropyranyloxyamino)-2-(2-methyl-1-propyl)butanoic acid as an oil.

Provenance & Evidence