Hydrochloric Acid → 3-Methyl-7beta-phenoxyacetamidoceph-3-em-4-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

A stirred solution of tert-butyl (6R,7R)-3-methyl-7-phenoxyacetamido-ceph-3-em-4-carboxylate (0.41 g, 1.0 mmol) in dichloromethane (25 ml) was cooled to 0° C. Titanium tetrachloride (0.38 ml, 3.5 mmol) was added in 1 min. A yellow precipitate was formed which was stirred for 2 h at 0° C. To the suspension was added a chilled 1 M solution of hydrochloric acid in water (40 ml). The organic phase was separated, washed with water and brine, dried over magnesium sulphate, and evaporated to give 0.30 g of (6R,7R)-3-methyl-7-phenoxyacetamidoceph-3-em-4-carboxylic acid (purity 63%, yield 54.3%).

Provenance & Evidence