Trifluoroacetic acid → HCID 59886940, compound

Participants

Reaction Steps

(Step 22) 2 g (3.4 mmol) (2S,4R)-N′-[4-(4-Methoxy-benzylsulfanyl)-1-(naphthalene-2-sulfonyl)-pyrrolidine-2-carbonyl]-N′-methyl-hydrazinecarboxylic acid tert-butyl ester in 9 ml CH2Cl2 were treated with 3.4 ml TFA for 2 h. The solution was concentrated, redissolved in toluene and evaporated. The residue was dissolved in ethyl acetate and sat. aq. NaHCO3, the layers were separated and the inorganic one was extracted with ethyl acetate, the combined organic ones were washed wit brine, dried over Na2SO4 and concentrated yielding 1.67 g (quant) (2S,4R)-4-(4-Methoxy-benzylsulfanyl)-1-(naphthalene-2-sulfonyl)-pyrrolidine-2-carboxylic acid N-methyl-hydrazide as white solid, MS: 486 (MH+).

Provenance & Evidence