Reacción #1328400

ord-2f811d3503804301b689162b61a2ec69

Ecuación de reacción

COC(=O)CCCCCN(CCCCCC(=O)OC)C(=O)CCCCCN(CCCCCC(=O)N(CCCCCC(=O)OC)CCCCCC(=O)OC)C(=O)OC(C)(C)C
N-BOC-N,N-bis-(N′,N′-bis(5-methoxycarbonylpentyl)-5-carbamyl pentyl)-amine
COC(=O)CCCCCN(CCCCCC(=O)OC)C(=O)CCCCCN(CCCCCC(=O)N(CCCCCC(=O)OC)CCCCCC(=O)OC)C(=O)OC(C)(C)C
N-BOC-N,N-Bis-(N′,N′-Bis(5-Methoxycarbonylpentyl)-5-Carbamyl pentyl)Amine
O=C(O)C(F)(F)F
trifluoroacetic acid
COC(=O)CCCCCN(CCCCCC(=O)OC)C(=O)CCCCCNCCCCCC(=O)N(CCCCCC(=O)OC)CCCCCC(=O)OC.O=C(O)C(F)(F)F
N,N-Bis-(N′,N′-Bis(5-Methoxycarbonylpentyl)-5-carbamyl pentyl)-Amine TFA

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

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).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07115248B2uspto-grants-2006_10