1,2-Dichloroethane → HCID 69838708, compound

Participants

Reaction Steps

A solution of 3-[(1S)-1-(9-fluorenylmethyloxycarbonylamino)-3-t-butoxycarbonyl-propyl]-5-methyl-4,5-dihydro-isoxazole-5-carboxylic acid methyl ester (440 mg, 0.842 mmol) in DMF (8.0 mL) at room temperature was treated with piperidine (2.5 mL) for 5 min. After concentration, the residue was dissolved in DMF (10 mL), and treated with 2-naphthoic acid (174 mg, 1.2 eq), EDC (210 mg, 1.3 eq), HOBt (148 mg, 1.3 eq) and triethylamine (0.35 mL, 3.0 eq), then sired overnight (0° C. to room temperature). Usual workup followed by chromatography gave 133 mg of the title compound and 260 mg (˜50% purity) mixture.

Provenance & Evidence