Sulfuric Acid → HCID 131717738, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 640 mg (1.18 mmol) of Iva-Phe-Nva-Cha-N,O-dimethylhydroxylamide in 3.2 ml of absolute THF is added dropwise to a suspension of 60.8 mg (1.59 mmol) of LAH in 1.6 ml of absolute THF at -5° C.; after 2.5 hours at 0° C., a further 30.5 mg (0.8 mmol) of LAH are added, and the mixture is stirred at 0° C. for a further 30 minutes, cooled to -10° C. and 1.08 ml of saturated Seignette salt solution is slowly added dropwise, and the mixture is stirred for 30 minutes and then 2.46 ml of 2N sulfuric acid are added dropwise. EA is poured onto the reaction mixture, which is stirred for 30 minutes, the solution is decanted off from the precipitate, and the residue is extracted twice with EA. The combined organic phases are washed with water, saturated sodium bicarbonate solution and saturated sodium chloride solution, dried and concentrated at R.T. 470 mg of the title compound are obtained and rapidly reacted further.

Provenance & Evidence