Trifluoroacetic acid → HCID 178512544, compound

HRID 1486890Notes

Reaction equation

HRID 1486890 reaction equation
C([O:5][C:6](=[O:48])[CH2:7][C:8]1([C:41]([O:43]C(C)(C)C)=[O:42])[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]=[C:15]([CH2:32][CH2:33][C:34]([O:36]C(C)(C)C)=[O:35])[CH:14]=2)[CH2:9]1)(C)(C)C.[C:49]([OH:55])([C:51]([F:54])([F:53])[F:52])=[O:50]>>[F:52][C:51]([F:54])([F:53])[C:49]([OH:55])=[O:50].[NH:27]([C:24]1[CH:25]=[CH:26][C:21]([C:20]([O:19][C:17]2[CH:18]=[C:13]([C:10]3[CH2:9][C:8]([CH2:7][C:6]([OH:48])=[O:5])([C:41]([OH:43])=[O:42])[O:12][N:11]=3)[CH:14]=[C:15]([CH2:32][CH2:33][C:34]([OH:36])=[O:35])[CH:16]=2)=[O:31])=[CH:22][CH:23]=1)[C:28]([NH2:30])=[NH:29]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178450926HCID 178450926, compound

Product 1

HCID 178512544HCID 178512544, compound

Procedure

A mixture of tert-butyl 5-(2-tert-butoxy-2-oxoethyl)-3-(3-(3-tert-butoxy-3-oxopropyl)-5-((4-carbamimidamidobenzoyl)oxy)phenyl)-4,5-dihydro-1,2-oxazole-5-carboxylate (104 mg) and TFA (2 mL) was stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure, and then, the residue was washed with diethyl ether to obtain the title compound (70.0 mg).

Workup

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

Sources & evidence

ORD record
ord-db846463daeb4b4199004d9a41f4e961
Source dataset
uspto-grants-2016_08
Patent number
US09428470B2

Reaction notes

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