Trifluoroacetic acid → HCID 44393010, compound

HRID 1865737Notes

Reaction equation

HRID 1865737 reaction equation
C(O[C:6](=O)[N:7]([CH:9]([C:19](=[O:48])[NH:20][CH:21]([C:26](=[O:47])[N:27]([CH:29]([CH:44]([CH3:46])[CH3:45])[CH:30]=[C:31]([CH3:43])[C:32]([C:34]1[N:35](COCC)[CH:36]=[CH:37][N:38]=1)=[O:33])[CH3:28])[C:22]([CH3:25])([CH3:24])[CH3:23])[C:10]([CH3:18])([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH3:11])C)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH:35]1[CH:36]=[CH:37][N:38]=[C:34]1[C:32](=[O:33])/[C:31](/[CH3:43])=[CH:30]/[C@@H:29]([N:27]([CH3:28])[C:26](=[O:47])[C@@H:21]([NH:20][C:19](=[O:48])[C@@H:9]([NH:7][CH3:6])[C:10]([CH3:11])([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[CH3:18])[C:22]([CH3:23])([CH3:25])[CH3:24])[CH:44]([CH3:46])[CH3:45]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69019091HCID 69019091, compound

Product 1

HCID 44393010HCID 44393010, compoundYield 23.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[1-(1-{[4-(-Ethoxymethyl-1H-imidazol-2-yl)-1-isopropyl-3-methyl-4-oxo-but-2-enyl]-methyl-carbamoyl}-2,2-dimethyl-propylcarbamoyl)-2-methyl-2-phenyl-propyl]-methyl-carbamic acid tert-butyl ester (45 mg, 0.066 mmole) is treated with 2 ml trifluoroacetic acid in 2 ml dichloromethane at room temperature for 2 hours. The solvent is evaporated and pumped in oven overnight to give 8 mg white solid product, (2S)-N-[(1S,2E)-4-(1H-imidazol-2-yl)-1-isopropyl-3-methyl-4-oxobut-2-enyl]-N,3,3-trimethyl-2-{[(2S)-3-methyl-2-(methylamino)-3-phenylbutanoyl]amino}butanamide: 8 mg (16%). MS (ES+): (M+H)=524.4

Workup

  1. customThe solvent is evaporated

Sources & evidence

ORD record
ord-344566073f5449c280fb75ba25473c6e
Source dataset
uspto-grants-2009_12
Patent number
US07626023B2

Reaction notes

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