Hydrochloric Acid → HCID 10891565, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 2.15 g aluminium isopropoxide in 35 ml of isopropanol were added 2.88 g of methyl [3-chloro-2-oxo-(R)-1-(phenylthiomethyl)-propyl]-carbamate and the suspension was stirred at 70° C./400 mbar for 4 hours. The mixture was cooled to 0° C., the pH was adjusted to 1 by adding hydrochloric acid and the isopropanol was evaporated. The suspension was filtered and the residue was recrystallized from toluene to give 2.18 g (75%) isomerically pure methyl (1R, 2S)-[3-chloro-2-hydroxy-1-(phenylthiomethyl)-propyl]-carbamate, m.p. 113-114° C. IR (KBr): 3389m and 3327m (NH,.OH), 1695s (C═O), 1537s (amide II). MS (EI) : 289/35 (M+).

Provenance & Evidence