1-Propanol, 2,2,3,3,3-pentafluoro-1-methoxy- → (4S)-4-isobutyl-2-(pentafluoroethyl)-1,3-oxazolidine
Reaction equation
[CH3:1][O:2][CH:3](O)[C:4]([F:10])([F:9])[C:5]([F:8])([F:7])[F:6].[NH2:12][C@H:13](CO)[CH2:14][CH:15]([CH3:17])[CH3:16]>C1C=CC=CC=1>[CH2:14]([C@H:13]1[CH2:1][O:2][CH:3]([C:4]([F:10])([F:9])[C:5]([F:8])([F:7])[F:6])[NH:12]1)[CH:15]([CH3:17])[CH3:16]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Pentafluoropropanal methyl hemiacetal (14.9 g, 82.8 mmol) and L-leucinol (9.7 g, 82.8 mmol) were dissolved in 100 mL of benzene and heated to reflux overnight in a flask equipped with a Dean-Stark tube. The resulting solution was cooled and concentrated to provide the title compound as an oil which was used directly in the following step.
Workup
- temperatureheated
- temperatureto reflux overnight in a flask
- customequipped with a Dean-Stark tube
- temperatureThe resulting solution was cooled
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-a506e9a982954c56bc8d8a7d0b612e19
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08772336B2
Reaction notes
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