Methanol → HCID 59515826, compound
Reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7]O[C:9]2=[O:14])([O-:3])=[O:2].[CH3:15][O:16][C:17](=[O:21])[C@@H:18]([CH3:20])[NH2:19].CO>>[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:19]([C@H:18]([CH3:20])[C:17]([O:16][CH3:15])=[O:21])[C:9]2=[O:14])([O-:3])=[O:2]Participants
4
Procedure
5-Nitro-isochromen-1-one (5 g, 0.03 mol) and D-alanine methyl ester (4 g, 0.04 mol) were refluxed in methanol (40 mL, 1 mol) for 2 hours. The volatiles were removed via rotovapor, and the residue was purified via flash column chromatography (330 g of silica gel, 0-50% EtOAc/Hexane) to give a yellow solid. MS m/z 277.2 (M+H)+.
Workup
- customThe volatiles were removed via rotovapor
- customthe residue was purified via flash column chromatography (330 g of silica gel, 0-50% EtOAc/Hexane)
- customto give a yellow solid
Sources & evidence
- ORD record
- ord-5ec8d7c631bf4a9190287c4c31465677
- Source dataset
- uspto-grants-2010_10
- Patent number
- US07816371B2
Reaction notes
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