Allyl bromide → N-allyl-D-alanine t-butyl ester
Reaction equation
[C:1]([O:5][C:6](=[O:10])[C@@H:7]([CH3:9])[NH2:8])([CH3:4])([CH3:3])[CH3:2].[CH2:11](Br)[CH:12]=[CH2:13].C(N(CC)CC)C>C1(C)C=CC=CC=1>[C:1]([O:5][C:6](=[O:10])[C@@H:7]([CH3:9])[NH:8][CH2:13][CH:12]=[CH2:11])([CH3:4])([CH3:3])[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
D-Alanine t-butylester (68) is treated with one equivalent allyl bromide and one equivalent of triethylamine in toluene under reflux. The solvent is evaporated and the product is purified by flash chromatography on silica gel to give (69).
Workup
- temperatureunder reflux
- customThe solvent is evaporated
- customthe product is purified by flash chromatography on silica gel
Sources & evidence
- ORD record
- ord-48efffad11d94dafa55ea06d132ab9b7
- Source dataset
- uspto-grants-1995_08
- Patent number
- US05438118
Reaction notes
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