Sodium → 4-t-Butoxycarbonyl-3-[2-(methylthio)ethyl]piperazinone

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Reaction Steps

Sodium metal (1.3 g., 0.057 mole) is added to a stirred solution of 4-t-butoxycarbonyl-3-[2-(methylthio)ethyl]-1-(phenylmethyl)-2-piperazinone (XVI, Example 42, 3.71 g., 0.01 mole) in diglyme (100 ml.) and ammonia (500 ml.) at -60°. The solution is allowed to reflux for 2 hours, the ammonia is allowed to evaporate and the diglyme is removed at 20°-25° under reduced pressure. The residue is partitioned between diethylether and water. Evaporation of the diethylether gives the title compound.

Provenance & Evidence