Trifluoroacetic acid → HCID 61717606, compound
Reaction equation
[CH2:1]([O:3][C:4](=[O:21])[CH2:5][CH:6]([N:8]1[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]1)[CH3:7])[CH3:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[N:8]1([CH:6]([CH3:7])[CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:21])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 513 (1.02 g, 3.40 mmol) and TFA (10 ml) in DCM (50 ml) was stirred at rt for 3 h. The reaction mixture was concentrated (azeotropes with DCM), diluted in water, and the pH was adjusted to around 8-9 with a saturated aqueous solution of sodium bicarbonate and 1N NaOH, and extracted with DCM. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated to afford the desired product 514 (411 mg, 2.05 mmol, 60% yield) as a yellow sticky oil that was used crude in the next step without any further purification. MS (m/z): 201.3 (M+H).