p-Toluenesulfonic acid monohydrate → Methyl 2-(5-t-butyl-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-3-oxo-butyrate
Reaction equation
[C:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[C:10](=[O:14])[N:9]([CH2:15][CH:16]([C:21]1([CH3:26])OCC[O:22]1)[C:17]([O:19][CH3:20])=[O:18])[C:8]2=[O:27])([CH3:4])([CH3:3])[CH3:2].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[C:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[C:10](=[O:14])[N:9]([CH2:15][CH:16]([C:21](=[O:22])[CH3:26])[C:17]([O:19][CH3:20])=[O:18])[C:8]2=[O:27])([CH3:4])([CH3:2])[CH3:3]Participants
3
Procedure
Methyl 2-(5-t-butyl-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-3-oxo-butyrate was prepared (42 mg, 34%) in the same manner as described in the above example 6 (1) from methyl 3-(5-t-butyl-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionate (0.14 g, 0.34 mmol) and p-toluenesulfonic acid monohydrate (13 mg), and the obtained product was identified with the following NMR data.
Sources & evidence
- ORD record
- ord-720e49c7acf746f18148a8891b8b18d1
- Source dataset
- uspto-grants-2006_08
- Patent number
- US07094908B2
Reaction notes
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