p-Toluenesulfonic acid monohydrate → HCID 21982275, compound

HRID 10891Notes

Reaction equation

HRID 10891 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:22]1([CH3:27])OCC[O:23]1)[C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:8]2=[O:28])([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:22](=[O:23])[CH3:27])[C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:8]2=[O:28])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 21982187Ethyl 3-(5-t-butyl-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionate

Product 1

HCID 21982275HCID 21982275, compound

Procedure

Ethyl 2-(5-t-butyl-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-3-oxo-butyrate was prepared (126 mg, 28%) in the same manner as described in the above example 6 (20) from ethyl 3-(5-t-butyl-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionate (0.52 g, 1.33 mmol) and p-toluenesulfonic acid monohydrate (50 mg), and the obtained product was identified with the following NMR data.

Sources & evidence

ORD record
ord-7d838764484c4e75b33ebcc5f5b9d865
Source dataset
uspto-grants-2006_08
Patent number
US07094908B2

Reaction notes

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