Formaldehyde → (2S,4R)-4-Hydroxy-1-methylpyrrolidine-2-carboxamide

To a solution of (2S,4R)-2-aminocarbonyl4-hydroxypyrrolidine (1.40 g) in acetic acid (12.4 ml) and water (6.8 ml), 37% aqueous formaldehyde solution (1.09 g) and platinum oxide (33 mg) were added, and the mixture was vigorously stirred at room temperature for 16 hours under an atmospheric pressure of hydrogen. The reaction mixture was filtered, followed by removal of the solvent. The residue was dissolved in isopropanol, and magnesium sulfate and potassium carbonate were added thereto. The resultant mixture was stirred at room temperature for 1 hour and filtered. After removal of the solvent, the residue was purified by silica gel column chromatography to give (2S,4R)-1-methyl-2-aminocarbonyl-4-hydroxypyrrolidine.

1. filtrationThe reaction mixture was filtered
2. customfollowed by removal of the solvent
3. dissolutionThe residue was dissolved in isopropanol
4. additionmagnesium sulfate and potassium carbonate were added
5. filtrationfiltered
6. customAfter removal of the solvent
7. customthe residue was purified by silica gel column chromatography

ORD record

ord-5bec4cbc97da4e309f83b4ab3ecd7511

Source dataset

uspto-grants-1992_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05093328