Trifluoroacetic acid → HCID 21990122, compound
Reaction equation
C(OC([N:8]1[CH2:11][CH:10]([OH:12])[CH2:9]1)=O)(C)(C)C.[F:13][C:14]([F:19])([F:18])[C:15]([OH:17])=[O:16]>C(Cl)Cl>[F:13][C:14]([F:19])([F:18])[C:15]([OH:17])=[O:16].[NH:8]1[CH2:11][CH:10]([OH:12])[CH2:9]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
3-Hydroxy-azetidine-1-carboxylic acid tert-butyl ester 9b (0.73 g, 4.2 mmole) was dissolved in CH2Cl2 (2 ml) and trifluoroacetic acid (2 ml). CAUTION: The deprotection generated a rapid evolution of gas. The clear solution was stirred for 75 minutes and the solvent was removed, in vacuo, to a clear oil (1.4 g, >100%): 1H-NMR (DMSO-d6, 400 MHz) δ8.63 (2H, br. s), 4.55-4.48 (1H, m), 4.09-4.02 (2H, m), 3.76-3.68 (2H, m).
Workup
- customthe solvent was removed, in vacuo, to a clear oil (1.4 g, >100%)
Sources & evidence
- ORD record
- ord-365c3b4d42c14cdcb322f48f17c47789
- Source dataset
- uspto-grants-2005_03
- Patent number
- US06869962B2
Reaction notes
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