Trifluoroacetic acid → 3-Azetidinol, 3-acetate, 2,2,2-trifluoroacetate (1:1)
Reaction equation
[C:1]([O:4][CH:5]1[CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6]1)(=[O:3])[CH3:2].[C:16]([OH:22])([C:18]([F:21])([F:20])[F:19])=[O:17]>C(Cl)Cl>[F:19][C:18]([F:21])([F:20])[C:16]([OH:22])=[O:17].[NH:7]1[CH2:8][CH:5]([O:4][C:1](=[O:3])[CH3:2])[CH2:6]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of tert-butyl 3-acetoxyazetidine-1-carboxylate (Intermediate 95, 0.914 g) in DCM (5 mL) was added TFA (5 mL) and the mixture was stirred at room temperature for 30 minutes. The resultant mixture was concentrated in vacuo and azeotroped with toluene and diethyl ether to give acetic acid azetidin-3-yl ester trifluoroacetate salt (1.40 g) as a clear oil.
Workup
- concentrationThe resultant mixture was concentrated in vacuo
- customazeotroped with toluene and diethyl ether
Sources & evidence
- ORD record
- ord-efa45ac8e05a41dbac28ca9a9c221eb9
- Source dataset
- uspto-grants-2016_02
- Patent number
- US09266896B2
Reaction notes
Loading…