(2S)-2-amino-3-methyl-1-morpholin-4-ylbutan-1-one

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Following General Procedure C and using N-(3-nitrophenylacetyl)-L-alanine (from Example DlI above) and 4-(L-valinyl)morpholine (prepared from N-BOC-L-valine (Aldrich) and morpholine (Aldrich) using General Procedure M, followed by removal of the BOC-group using General Procedure P), the title compound was prepared as a solid. The reaction was monitored by tlc (Rf=0.5 in 9:1 CHCl3/MeOH) and the product was purified by silica gel chromatography using 98:2 CHCl3/MeOH as the eluent. followed by removal of the BOC-group was prepared as a solid the product was purified by silica gel chromatography

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of (2S)-2-amino-3-methyl-1-(morpholin-4-yl)butan-1-one (850 mg) in ethanol (10 mL) was added 4-thioxothiazolidin-2-one (608 mg) at room temperature. The reaction mixture was stirred at room temperature overnight, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (583 mg). the solvent was evaporated under reduced pressure The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of benzyl[(2S)-3-methyl-1-(morpholin-4-yl)-1-oxobutan-2-yl]carbamate (1.83 g) and 10% palladium carbon (0.608 g) in ethanol (30 mL) was stirred at room temperature overnight under a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure to give the title compound (850 mg). The reaction mixture was filtered the filtrate was concentrated under reduced pressure