Trifluoroacetic acid → HCID 54565765, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 650 mg (0.001 mole) of Boc-N-methyl-L-leucyl-4-fluoro-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester in 10 ml of dry methylene chloride and cooled at 10° C. was added 6.5 ml of trifluoroacetic acid, which was previously cooled at -15° C. The reaction was stirred for 16 hours, then carefully poured into a mixture of 7.7 g. of sodium bicarbonate, ice, and 75 ml of methylene chloride with stirring. The organic layer was extracted with 3×20 ml of saturated sodium bicarbonate solution, then dried over magnesium sulfate. The solvent was removed in vacuo leaving the product as a stiff oil, which weighed 540 mg. The yield is 989% of theory and the FAB m.s. showed a molecular ion peak at 551.

Provenance & Evidence