Triphenylphosphine → HCID 131718527, compound

Participants

Reaction Conditions

Reaction Steps

2.5 g of N-[(R)-1-[(1,1-dimethylethoxy)carbonyl]-3-hydroxypropyl]-L-leucine, phenylmethyl ester, prepared as in Example J, 1.85 g triphenylphosphine, and 1.4 g 1,3-dihydro-1,3-dioxo-2H-Benz[f]isoindole in 100 mL dry tetrahydrofuran was cooled to 0° C. and treated with 1.1 mL diethylazidodicarboxylate. The resulting mixture was allowed to warm up to 23° C. over 24 h and the solvent removed by evaporation. The residue was purified by silica chromatography using methylene chloride as eluent to give a light yellow solid. Trituration with 20 mL methanol and filtration gave the title compound as a white solid which crystallized from methanol; 1.9 g.

Provenance & Evidence