Hydrochloric Acid → HCID 12773668, compound

Participants

Reaction Steps

The (S)-1-(3-mercapto-2-methyl-1-oxopropyl)-4,4-dimethoxy-L-proline (0.4 g., 0.0014 mole) is added to 8 ml. of stirred N HCl through which argon had previously been passed for ten minutes. After a solution is obtained, the flask is stoppered under argon and kept overnight at room temperature. The following steps are also carried out under an atmosphere of argon to the extent possible. To the stirred solution there is added 20 ml. of methylene chloride and after saturating with sodium chloride the layers are separated. The aqueous phase is extracted with additional methylene chloride (3×15 ml.), the organic layers are combined, dried (MgSO4), and the solvents evaporated to give a foamy residue. Following trituration with ether (evaporation repeated), 0.26 g. of (S)-1-(3-mercapto-2-methyl-1-oxopropyl)-4-oxo-L-proline are obtained as an amorphous solid (hygroscopic).

Provenance & Evidence