HCID 9989362, compound → HCID 10374484, compound

Participants

Reaction Steps

3(R),5,5-Trimethylpiperazin-2-one (XXX, Step III, 0.91 g) is added portionwise to a mixture of lithium aluminum hydride (0.45 g) in THF (40 ml). The reaction is allowed to stir at 20-25° for 1 hr and at reflux for an additional 2 hr. After cooling to 20-25° the reaction is quenched by the successive addition of water (0.5 ml), sodium hydroxide (15%, 0.5 ml) and water (1.5 ml). After stirring for 0.5 hr the solids are filtered off and the filtrate is dried over magnesium sulfate. The mixture is filtered and methanolic hydrochloric acid (5 ml) is added. After stirring for 1 hr the methanol is removed under reduced pressure and the remaining solid is triturated with ether to provide the title compound, mp >250°; IR (mineral oil) 2994, 2986, 2978, 2923, 1580, 1390 and 990 cm-1 ; NMR (CD3OD) 3.80-3.93, 3.52-3.65, 3.15-3.30, 1.59, 1.56 and 1.45 δ; MS (m/e) 128, 113 and 84; [α]25D -9° (methanol).

Provenance & Evidence