Trifluoroacetic acid → HCID 178426885, compound

HRID 1486851Notes

Reaction equation

C([O:5][C:6](=[O:40])[CH2:7][C:8]1([C:33]([O:35]C(C)(C)C)=[O:34])[O:12][N:11]=[C:10]([C:13]2[CH:18]=[C:17]([O:19][C:20](=[O:31])[C:21]3[CH:26]=[CH:25][C:24]([NH:27][C:28]([NH2:30])=[NH:29])=[CH:23][CH:22]=3)[CH:16]=[CH:15][C:14]=2[CH3:32])[CH2:9]1)(C)(C)C.[C:41]([OH:47])([C:43]([F:46])([F:45])[F:44])=[O:42]>>[F:44][C:43]([F:46])([F:45])[C:41]([OH:47])=[O:42].[NH:27]([C:24]1[CH:23]=[CH:22][C:21]([C:20]([O:19][C:17]2[CH:16]=[CH:15][C:14]([CH3:32])=[C:13]([C:10]3[CH2:9][C:8]([CH2:7][C:6]([OH:40])=[O:5])([C:33]([OH:35])=[O:34])[O:12][N:11]=3)[CH:18]=2)=[O:31])=[CH:26][CH:25]=1)[C:28]([NH2:30])=[NH:29]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 178426884tert-Butyl 5-(2-tert-butoxy-2-oxoethyl)-3-(5-((4-carbamimidamidobenzoyl)oxy)-2-methylphenyl)-4,5-dihydro-1,2-oxazole-5-carboxylate

Product 1

HCID 178426885HCID 178426885, compound

Procedure

A mixture of tert-butyl 5-(2-tert-butoxy-2-oxoethyl)-3-(5-((4-carbamimidamidobenzoyl)oxy)-2-methylphenyl)-4,5-dihydro-1,2-oxazole-5-carboxylate (210 mg) and TFA (3 mL) was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure, and then, the residue was washed with diethyl ether to obtain the title compound (146 mg).

Workup

concentrationThe reaction mixture was concentrated under reduced pressure
washthe residue was washed with diethyl ether

Sources & evidence

ORD record: ord-f632edc4dd634b329d62e429b996cb95
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09428470B2

Reaction notes

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