Triphenylphosphine → 2-[(benzyloxycarbonyl)(methyl)amino]-6-chloro-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid 3-tert-butoxycarbonylaminopropyl Ester

Participants

Reaction Steps

To a mixture of 2-[(benzyloxycarbonyl)(methyl)amino]-6-chloro-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid (200 mg), triphenylphosphine (140 mg), (3-hydroxypropyl)carbamic acid tert-butyl ester (92 mg) and THF (4.0 ml), 0° C. with stirring, diethyl azodicarboxylate (90 μl) was added, and the mixture was stirred at room temperature for 2 hrs. The reaction mixture was concentrated under reduced pressure, and the residue was purified by medium pressure preparative LC (hexane/ethyl acetate=5/1-3/2) to give the title compound (150 mg) as a colorless powder.

Provenance & Evidence