Ethanol → (6S)-6-(2-Oxopiperazin-1-yl)-5,6,7,8-tetrahydronaphthalene-2-carbonitrile

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Reaction Steps

tert-Butyl 4-(6-cyano-1,2,3,4-tetrahydronaphthalen-2-yl)-3-oxopiperazine-1-carboxylate was resolved on the OD column with 20% Ethanol and Heptane. The faster eluting isomer was tentatively assigned as the (S)-isomer, and the slower isomer as the (R)-isomer. Treating the (S)-isomer with 4N HCl gave rise to (6S)-6-(2-Oxopiperazin-1-yl)-5,6,7,8-tetrahydronaphthalene-2-carbonitrile, and the (R)-isomer gave rise to (6R)-6-(2-oxopiperazin-1-yl)-5,6,7,8-tetrahydronaphthalene-2-carbonitrile.

Provenance & Evidence