p-Toluenesulfonic acid → (5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione tosylate

HRID 882705Notes

Reaction equation

HRID 882705 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7]([OH:10])(=[O:9])=[O:8])=[CH:3][CH:2]=1.C(O[C@H]([C@H](C(O)=O)OC(=O)C1C=CC=CC=1)C(O)=O)(=O)C1C=CC=CC=1.[CH2:38]([C:40]1[CH:41]=[CH:42][C:43]([CH2:46][CH2:47][O:48][C:49]2[CH:62]=[CH:61][C:52]([CH2:53][C@H:54]3[S:58][C:57](=[O:59])[NH:56][C:55]3=[O:60])=[CH:51][CH:50]=2)=[N:44][CH:45]=1)[CH3:39]>CC(O)C>[S:7]([C:4]1[CH:5]=[CH:6][C:1]([CH3:11])=[CH:2][CH:3]=1)([OH:10])(=[O:9])=[O:8].[CH2:38]([C:40]1[CH:41]=[CH:42][C:43]([CH2:46][CH2:47][O:48][C:49]2[CH:62]=[CH:61][C:52]([CH2:53][C@H:54]3[S:58][C:57](=[O:59])[NH:56][C:55]3=[O:60])=[CH:51][CH:50]=2)=[N:44][CH:45]=1)[CH3:39]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 53343681(5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione (-)-O,O'-dibenzoyl-L-tartrate

Product 1

HCID 86651734(5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione tosylate

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a solution of p-toluenesulphonic acid (0.8 g) in IPA (12 mL) at 40° C. was added (5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione (−)-O,O′-dibenzoyl-L-tartrate

Sources & evidence

ORD record
ord-7d7a30e5301d4af198e645938ca0c996
Source dataset
uspto-grants-2012_08
Patent number
US08236786B2

Reaction notes

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