methyl (2S)-3-phenyl-2-(pyrrolidine-1-carbonylamino)propanoate

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

Procedure: A mixture of the methyl ester product from part (a) (1.187 g., 4.3 mmole), aqueous 1N sodium hydroxide solution (5.15 ml., 5.15 mmole), and methanol (17 ml.) is stirred at 25° for 4 hours, after which it is concentrated in vacuo. 1N Hydrochloric acid and ethyl acetate are added to the residue, and the mixture is extracted with ethyl acetate. The extract is dried (MgSO4) and concentrated to give N-(1-pyrrolidinylcarbonyl)-L-phenylalanine; [α]D =12.8° (c=1, methanol). after which it is concentrated in vacuo 1N Hydrochloric acid and ethyl acetate are added to the residue the mixture is extracted with ethyl acetate The extract is dried (MgSO4) concentrated

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

Procedure: A mixture of the methyl ester product from part (a) (1.187 g., 4.3 mmole), aqueous 1N sodium hydroxide solution (5.15 ml., 5.15 mmole), and methanol (17 ml.) is stirred at 25° for 4 hours, after which it is concentrated in vacuo. 1N Hydrochloric acid and ethyl acetate are added to the residue, and the mixture is extracted with ethyl acetate. The extract is dried (MgSO4) and concentrated to give N-(1-pyrrolidinylcarbonyl)-L-phenylalanine; [α]D =12.8° (c=1, methanol). after which it is concentrated in vacuo 1N Hydrochloric acid and ethyl acetate are added to the residue the mixture is extracted with ethyl acetate The extract is dried (MgSO4) concentrated

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

Procedure: A mixture of the methyl ester product from part (a) (1.187 g., 4.3 mmole), aqueous 1N sodium hydroxide solution (5.15 ml., 5.15 mmole), and methanol (17 ml.) is stirred at 25° for 4 hours, after which it is concentrated in vacuo. 1N Hydrochloric acid and ethyl acetate are added to the residue, and the mixture is extracted with ethyl acetate. The extract is dried (MgSO4) and concentrated to give N-(1-pyrrolidinylcarbonyl)-L-phenylalanine; [α]D =12.8° (c=1, methanol). after which it is concentrated in vacuo 1N Hydrochloric acid and ethyl acetate are added to the residue the mixture is extracted with ethyl acetate The extract is dried (MgSO4) concentrated