MAGNESIUM SILICATE (synthetic) → 1,1-Dimethylethyl(4r)-3-oxo-4-[({[(phenylmethyl)oxy]carbonyl}amino)methyl]-1-pyrrolidinecarboxylate

Participants

Reaction Steps

Dissolve 1,1-dimethylethyl(3R,4R)-3-hydroxy-4-[({[(phenylmethyl)oxy]carbonyl}amino)methyl]-1-pyrrolidinecarboxylate (1.0 g, 2.85 mmol) in methylene chloride (20 mL). Add PCC (1.23 g, 5.7 mmol) and Florisil (2.5 g) and stir at ambient temperature for 16 hours. Add 3 more equivalents of PCC (1.84 g, 8.55 mmol) and stir for 48 hours. Dilute solution with ether and filter through a pad of celite. The solvent was removed under reduced pressure yielding a crude oil. The crude mixture was purified on silica gel. (0.598 g, 60%). LCMS: m/z 349.4 (MH+).

Provenance & Evidence