Trifluoroacetic acid → HCID 60045020, compound

HRID 1063946Notes

Reaction equation

HRID 1063946 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[N:9]([S:22]([C:25]1[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=1)(=[O:24])=[O:23])[C@H:10]([CH3:21])[CH2:11][CH2:12][CH2:13][C:14]([O:16]C(C)(C)C)=[O:15].FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[N:9]([S:22]([C:25]1[CH:26]=[CH:27][C:28]([Cl:31])=[CH:29][CH:30]=1)(=[O:24])=[O:23])[C@H:10]([CH3:21])[CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54263308HCID 54263308, compound

Product 1

HCID 60045020HCID 60045020, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1,1-dimethylethyl(5R)-5-[(2,5-dichlorophenyl)-[(4-chlorophenyl)sulfonyl]-amino]hexanoate (700 g, 1.40 mmol) was treated with a 50% solution of trifluoroacetic acid in dichloromethane (20 mL). After 3 h the reaction was diluted with dichloromethane then washed with water, brine and dried over MgSO4. Concentration under reduced pressure afforded (5R)-5-[(2,5-dichlorophenyl][(4-chlorophenyl)sulfonyl]-amino]hexanoic acid in quantitiative yield. MS (ESI), (M−H−) 450. IR-2975,1706,1466,1348.

Workup

  1. washthen washed with water, brine
  2. dry with materialdried over MgSO4
  3. concentrationConcentration under reduced pressure

Sources & evidence

ORD record
ord-428c9a0659ff42529195d3cb40a164f8
Source dataset
uspto-grants-2005_11
Patent number
US06967196B1

Reaction notes

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