Hydrochloric Acid → (2R)-2-Methylazetidine-2-carboxylic acid hydrochloride
Reaction equation
BrC1C=CC(C([N:8]2[CH2:11][CH2:10][C@:9]2([CH3:15])[C:12]([OH:14])=[O:13])=O)=CC=1.[ClH:18]>O1CCOCC1>[ClH:18].[CH3:15][C@:9]1([C:12]([OH:14])=[O:13])[CH2:10][CH2:11][NH:8]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
After a chiral separation, Intermediate 33 (1 eq.) (100% ee) was solubilised in dioxane. A solution of HCl (4N) in dioxane was added and the reaction was stirred at 20° C. for 15 h. The solvent was removed under reduced pressure and the crude was crystallised in a mixture of DCM/iPr2O/pentane to afford (R)-2-methyl-azetidine-2-carboxylic acid hydrochloride.
Workup
- customThe solvent was removed under reduced pressure
- customthe crude was crystallised in a mixture of DCM/iPr2O/pentane
Sources & evidence
- ORD record
- ord-613d60aa3af1479f8bf3358daa5e2b88
- Source dataset
- uspto-grants-2014_06
- Patent number
- US08759334B2
Reaction notes
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