Trifluoroacetic acid → HCID 15430589, compound

HRID 2268282Notes

Reaction equation

HRID 2268282 reaction equation
C([O:5][C:6]([C@@H:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]1[N:14]([CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[S:15]([C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)(=[O:17])=[O:16])=[O:7])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH2:26]([N:14]([S:15]([C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)(=[O:17])=[O:16])[C@@H:9]1[CH2:10][CH2:11][CH2:12][CH2:13][C@H:8]1[C:6]([OH:7])=[O:5])[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 15430590HCID 15430590, compound

Product 1

HCID 15430589HCID 15430589, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1.364 g (2.97 mmol) of the product from Example 5 in 10 mL of dichloromethane was added 10 mL of trifluoroacetic acid and the mixture was stirred for 4 h at room temperature. The solvent was then concentrated in vacuo and the residue was chromatographed on silica gel eluting with 10-100% ethyl acetate/hexane to provide 1.092 g (73%) of the desired product as a white solid. Electrospray Mass Spec 404.2 (M+H)+

Workup

  1. concentrationThe solvent was then concentrated in vacuo
  2. customthe residue was chromatographed on silica gel eluting with 10-100% ethyl acetate/hexane

Sources & evidence

ORD record
ord-0a8e3bc8c16747778d548da6b813929e
Source dataset
uspto-grants-2001_12
Patent number
US06326516B1

Reaction notes

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