反应详情

To a solution of 1-[3-(acetylthio)-2-methoxycarbonylmethylpropanoyl]-L-proline tert-butyl ester (3.7 g) in methanol (60 ml), N sodium hydroxide (40 ml) is added. After 4 hours, the reaction mixture is diluted with water (100 ml) and extracted with ethyl acetate. The aqueous layer is acidified and extracted with ethyl acetate. This last ethyl acetate layer is dried and concentrated to dryness in vacuo. The residue is dissolved in a mixture of pyridine and acetic anhydride (3:1) and the solution is stored at room temperature overnight. The reaction mixture is diluted with ethyl acetate (200 ml) and washed with 10% potassium bisulfate. The organic layer is dried and concentrated to dryness in vacuo to yield 1-[3-(acetylthio)-2-carboxymethylpropanoyl]-L-proline tert-butyl ester.

1. extractionextracted with ethyl acetate
2. extractionextracted with ethyl acetate
3. dry with materialThis last ethyl acetate layer is dried
4. concentrationconcentrated to dryness in vacuo
5. dissolutionThe residue is dissolved in a mixture of pyridine and acetic anhydride (3:1)
6. waitthe solution is stored at room temperature overnight
7. additionThe reaction mixture is diluted with ethyl acetate (200 ml)
8. washwashed with 10% potassium bisulfate
9. customThe organic layer is dried
10. concentrationconcentrated to dryness in vacuo