Trifluoroacetic acid → (S)-3,3-dimethyl-2-(((S)-tetrahydrofuran-3-yloxy)carbonylamino)butanoic acid

HRID 923401Notes

Reaction equation

HRID 923401 reaction equation
[CH3:1][C:2]([CH3:21])([CH3:20])[C@H:3]([NH:11][C:12]([O:14][C@H:15]1[CH2:19][CH2:18][O:17][CH2:16]1)=[O:13])[C:4]([O:6]C(C)(C)C)=[O:5].FC(F)(F)C(O)=O>ClCCl>[CH3:1][C:2]([CH3:21])([CH3:20])[C@H:3]([NH:11][C:12]([O:14][C@H:15]1[CH2:19][CH2:18][O:17][CH2:16]1)=[O:13])[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59540266(S)-tert-butyl 3,3-dimethyl-2-(((S)-tetrahydrofuran-3-yloxy)carbonylamino)butanoate

Product 1

HCID 58938768(S)-3,3-dimethyl-2-(((S)-tetrahydrofuran-3-yloxy)carbonylamino)butanoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the product from Example 59A (0.037 g, 0.123 mmol) in dichloromethane (1.2 mL) was added trifluoroacetic acid (1.2 mL) and the mixture was stirred at room temperature for 2 hours. The solvent was evaporated to give the title compound which was used without further purification.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-79bb69b42a1c4c17930a23e54da0c44c
Source dataset
uspto-grants-2016_03
Patent number
US09278922B2

Reaction notes

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