Benzoyl chloride → HCID 178445561, compound

Participants

Reaction Steps

2-[(4-Aminobenzyl)methoxyphosphinoylmethyl]4-methylpentanoic acid benzyl ester (230 mg, 0.57 mmole), benzoyl chloride (96 mg, 0.68 mmole), and triethylamine (69 mg, 0.68 mmole) were combined in cold (ice bath) chloroform (10 ml). After stirring for 1 hour at ice bath temperature the reaction mixture was diluted with chloroform (150 ml) and washed with water (20 ml), 1N hydrochloric acid (2×20 ml) and saturated sodium bicarbonate solution (2×20 ml) and dried with magnesium sulfate. After filtration and concentration the yellow residue was chromatographed (ethyl acetate) to give 190 mg (66%) of 2-[(4-Benzoylaminobenzyl)methoxy phosphinoylmethyl]4-methylpentanoic acid benzyl ester as a light yellow oil.

Provenance & Evidence