Reaction #1328400

Reaction equation

N-BOC-N,N-bis-(N′,N′-bis(5-methoxycarbonylpentyl)-5-carbamyl pentyl)-amine

N-BOC-N,N-Bis-(N′,N′-Bis(5-Methoxycarbonylpentyl)-5-Carbamyl pentyl)Amine

trifluoroacetic acid

→

N,N-Bis-(N′,N′-Bis(5-Methoxycarbonylpentyl)-5-carbamyl pentyl)-Amine TFA

Solvents

methylene chloride

Conditions

Workup

1. 1
   Concentrationconcentrated
2. 2
   workup.ADDITIONThe residue was diluted with 50 mL of methylene chloride
3. 3
   Concentrationconcentrated via rotary evaporation
4. 4
   workup.ADDITIONThe residue was then diluted with 50 mL of methanol
5. 5
   Concentrationre-concentrated via rotary evaporation
6. 6
   workup.ADDITIONThe residue was again re-diluted with 50 mL of methylene chloride
7. 7
   Concentrationre-concentrated, first via rotary evaporation

Procedure

To a 250 mL round bottom flask, charged with 1.50 g (1.75 mmol) of N-BOC-N,N-bis-(N′,N′-bis(5-methoxycarbonylpentyl)-5-carbamyl pentyl)-amine (17) in 15 mL of methylene chloride, was added 15 mL of trifluoroacetic acid. The mixture was stirred at room temperature for 15 minutes and then concentrated. The residue was diluted with 50 mL of methylene chloride and then concentrated via rotary evaporation. The residue was then diluted with 50 mL of methanol and re-concentrated via rotary evaporation. The residue was again re-diluted with 50 mL of methylene chloride and re-concentrated, first via rotary evaporation and then under full vacuum pump pressure (<0.5 mm Hg).

Source