Trifluoroacetic acid → HCID 57879612, compound

HRID 1673386Notes

Reaction equation

FC(F)(F)C(O)=O.[CH2:8]([S:15]([NH:18][C:19]1[CH:31]=[C:30]([CH2:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH:29]=[CH:28][C:20]=1[C:21]([O:23]C(C)(C)C)=[O:22])(=[O:17])=[O:16])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[CH2:8]([S:15]([NH:18][C:19]1[CH:31]=[C:30]([CH2:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH:29]=[CH:28][C:20]=1[C:21]([OH:23])=[O:22])(=[O:16])=[O:17])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 67342329HCID 67342329, compound

Product 1

HCID 57879612HCID 57879612, compound

Procedure

2.0 mL of trifluoroacetic acid was added to the obtained tert-butyl 2-(benzylsulfonamido)-4-phenethylbenzoate and stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure and the obtained residue was purified with reversed-phase silica gel column chromatography [eluent; 65-100% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to obtain 5.1 mg of 2-(benzylsulfonamido)-4-phenethylbenzoic acid as white solid.

Workup

customThe solvent was evaporated under reduced pressure
customthe obtained residue was purified with reversed-phase silica gel column chromatography [eluent; 65-100% acetonitrile/0.1% trifluoroacetic acid aqueous solution]

Sources & evidence

ORD record: ord-6eea11a90201497e9fa2b857d631afa8
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07999132B2

Reaction notes

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