Trifluoroacetic acid → HCID 70194114, compound

HRID 1533499Notes

Reaction equation

C([O:5][C:6]([CH2:8][N:9]([CH2:51][C:52]([O:54]C(C)(C)C)=[O:53])[CH:10]([CH2:41][C:42]1[CH:47]=[CH:46][C:45]([N+:48]([O-:50])=[O:49])=[CH:44][CH:43]=1)[CH2:11][N:12]([CH2:33][C:34]([O:36]C(C)(C)C)=[O:35])[CH2:13][CH:14]([CH3:32])[N:15]([CH2:24][C:25]([O:27]C(C)(C)C)=[O:26])[CH2:16][C:17]([O:19]C(C)(C)C)=[O:18])=[O:7])(C)(C)C.[F:59][C:60]([F:65])([F:64])[C:61]([OH:63])=[O:62]>>[F:59][C:60]([F:65])([F:64])[C:61]([OH:63])=[O:62].[C:6]([CH2:8][N:9]([CH2:51][C:52]([OH:54])=[O:53])[CH:10]([CH2:41][C:42]1[CH:47]=[CH:46][C:45]([N+:48]([O-:50])=[O:49])=[CH:44][CH:43]=1)[CH2:11][N:12]([CH2:33][C:34]([OH:36])=[O:35])[CH2:13][CH:14]([CH3:32])[N:15]([CH2:16][C:17]([OH:19])=[O:18])[CH2:24][C:25]([OH:27])=[O:26])([OH:7])=[O:5]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 16735307HCID 16735307, compound

Product 1

HCID 70194114HCID 70194114, compoundYield 74.75%

Procedure

A solution containing 5.0 g (6.08 mmol) of N,N,N′,N″,N″-pentakis[(tert-butoxycarbonyl)methyl]-2-[(4-nitrophenyl)methyl]-6-methyldiethylenetriamine in 35 ml of trifluoroacetic acid was allowed to stir at room temperature for 48 h. The solvent was removed under reduced pressure and the resultant solid dried under vacuum to produce 4.02 g of product as a pale yellow solid with a yield of 74.75%.

Workup

customThe solvent was removed under reduced pressure
customthe resultant solid dried under vacuum

Sources & evidence

ORD record: ord-103cbd7e2ae74a1eb84096da31712bbb
Source dataset: uspto-grants-2001_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06207858B1

Reaction notes

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