Trifluoroacetic acid → HCID 178512539, compound

HRID 1486855Notes

Reaction equation

HRID 1486855 reaction equation
C([O:5][C:6](=[O:39])[CH2:7][C@@:8]1([C:32]([O:34]C(C)(C)C)=[O:33])[O:12][N:11]=[C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([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:14]=2)[CH2:9]1)(C)(C)C.[C:40]([OH:46])([C:42]([F:45])([F:44])[F:43])=[O:41]>>[F:43][C:42]([F:45])([F:44])[C:40]([OH:46])=[O:41].[NH:27]([C:24]1[CH:23]=[CH:22][C:21]([C:20]([O:19][C:15]2[CH:14]=[C:13]([C:10]3[CH2:9][C@:8]([CH2:7][C:6]([OH:39])=[O:5])([C:32]([OH:34])=[O:33])[O:12][N:11]=3)[CH:18]=[CH:17][CH:16]=2)=[O:31])=[CH:26][CH:25]=1)[C:28]([NH2:30])=[NH:29]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178450901HCID 178450901, compound

Product 1

HCID 178512539HCID 178512539, compound

Procedure

A mixture of tert-butyl (5S)-5-(2-tert-butoxy-2-oxoethyl)-3-(3-((4-carbamimidamidobenzoyl)oxy)phenyl)-4,5-dihydro-1,2-oxazole-5-carboxylate (3.29 g) and TFA (30 mL) was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, and then, the residue was washed with diethyl ether to obtain the title compound (3.01 g).

Workup

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

Sources & evidence

ORD record
ord-89bf9360f9974b8f8f729376d3a0f42c
Source dataset
uspto-grants-2016_08
Patent number
US09428470B2

Reaction notes

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