Trifluoroacetic acid → HCID 131725957, compound

HRID 19436Notes

Reaction equation

HRID 19436 reaction equation
C([N:8]([CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][C:40](=[O:60])[N:41]([CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][C:56]([O:58][CH3:59])=[O:57])[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][C:47]([O:49][CH3:50])=[O:48])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14](=[O:34])[N:15]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([O:32][CH3:33])=[O:31])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])(OC(C)(C)C)=O.[F:61][C:62]([F:67])([F:66])[C:63]([OH:65])=[O:64]>C(Cl)Cl>[OH:65][C:63]([C:62]([F:67])([F:66])[F:61])=[O:64].[CH3:50][O:49][C:47]([CH2:46][CH2:45][CH2:44][CH2:43][CH2:42][N:41]([CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][C:56]([O:58][CH3:59])=[O:57])[C:40]([CH2:39][CH2:38][CH2:37][CH2:36][CH2:35][NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14](=[O:34])[N:15]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([O:32][CH3:33])=[O:31])=[O:60])=[O:48]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 53962169n-Boc-n,n-bis-(n',n'-bis(5-methoxycarbonylpentyl)-5-carbamyl pentyl)amine

Product 1

HCID 131725957HCID 131725957, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

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).

Workup

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

Sources & evidence

ORD record
ord-99507a7d432941919231c95eaa923a8e
Source dataset
uspto-grants-2010_06
Patent number
US07744853B2

Reaction notes

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