Trifluoroacetic acid → HCID 54192868, compound

HRID 1872264Notes

Reaction equation

HRID 1872264 reaction equation
C([O:5][C:6]([CH:8]1[CH:14]([C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])[CH2:13][CH:12]=[CH:11][CH2:10][N:9]1[S:25]([C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=1)(=[O:27])=[O:26])=[O:7])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:18]([O:17][C:15]([CH:14]1[CH2:13][CH:12]=[CH:11][CH2:10][N:9]([S:25]([C:28]2[CH:29]=[CH:30][C:31]([O:34][CH3:35])=[CH:32][CH:33]=2)(=[O:26])=[O:27])[CH:8]1[C:6]([OH:7])=[O:5])=[O:16])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 155505221-(4-Methoxy-benzenesulfonyl)-2,3,4,7-tetrahydro-1H-azepine-2,3-dicarboxylic acid 3-benzyl ester 2-tert-butyl ester

Product 1

HCID 54192868HCID 54192868, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(4-Methoxy-benzenesulfonyl)-2,3,4,7-tetrahydro-1H-azepine-2,3-dicarboxylic acid 3-benzyl ester 2-tert-butyl ester (1.6 g, 3.2 mmol) was dissolved in anhydrous methylene chloride (16 mL) and treated with trifluoroacetic acid (4 mL). The solution was stirred at ambient temperature for 3 hrs and then the solvents were removed in vacuo. The residue was coevaporated with toluene two times and then purified by column chromatography (silica) to yield 1-(4-methoxy-benzenesulfonyl)-2,3,4,7-tetrahydro-1H-azepine-2,3-dicarboxylic acid 3-benzyl ester; MS: (M+H)+ 446.

Workup

  1. customthe solvents were removed in vacuo
  2. custompurified by column chromatography (silica)

Sources & evidence

ORD record
ord-8aff914317b24d2ab35bb93c9f591471
Source dataset
uspto-grants-2000_08
Patent number
US06107291

Reaction notes

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