Hydrochloric Acid → (R)-3-(tert-butoxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoic acid

HRID 1261825Notes

Reaction equation

[C:1]([O:5][C:6]([NH:8][C@H:9]([CH2:20][C:21]1[CH:26]=[C:25]([F:27])[C:24]([F:28])=[CH:23][C:22]=1[F:29])[CH2:10][C:11]([O:13]C1CCCCC1)=[O:12])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Cl>O>[C:1]([O:5][C:6]([NH:8][C@H:9]([CH2:20][C:21]1[CH:26]=[C:25]([F:27])[C:24]([F:28])=[CH:23][C:22]=1[F:29])[CH2:10][C:11]([OH:13])=[O:12])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Conditions

Temperature: 60 °C

Procedure

To a clean flask, 34.73 g (R)-cyclohexyl 3-(tert-butoxycarbonyl amino)-4-(2,4,5-trifluorophenyl)butyrate, 300 ml water and 5.2 g potassium carbonate were added. The mixture was warmed to 60° C. and kept at this temperature for 3 hours. 4.73 g hydrochloric acid was added dropwisely. After completion, the resulting mixture was kept at 20-30° C. for 2 hours and filtrated to obtain 29.99 g (R)-3-(tert-butoxycarbonylamino)-4-(2,4,5-trifluorophenyl)n-butyric acid (yield: 90%).

Workup

waitAfter completion, the resulting mixture was kept at 20-30° C. for 2 hours
filtrationfiltrated

Sources & evidence

ORD record: ord-283fa149033f465a8d13bb5ad5ba36c8
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08471057B2

Reaction notes

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