Hexane → HCID 86759298, compound

HRID 431765Notes

Reaction equation

HRID 431765 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([C@H:18]3[CH2:22][C@H:21]([O:23][CH3:24])[CH2:20][N:19]3[CH2:25][C:26]3[CH:27]=[C:28]([CH:34]=[CH:35][CH:36]=3)[O:29][CH2:30][C:31]([OH:33])=[O:32])[O:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:37]([OH:46])(=[O:45])[C@@H:38]([C@H:40]([C:42]([OH:44])=[O:43])[OH:41])[OH:39].CCCCCC>CCO>[C:42]([CH:40]([CH:38]([C:37]([OH:46])=[O:45])[OH:39])[OH:41])([OH:44])=[O:43].[C:1]1([C:7]2[N:8]=[C:9]([C@H:18]3[CH2:22][C@H:21]([O:23][CH3:24])[CH2:20][N:19]3[CH2:25][C:26]3[CH:27]=[C:28]([CH:34]=[CH:35][CH:36]=3)[O:29][CH2:30][C:31]([OH:33])=[O:32])[O:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 8058HexaneHCID 444305L-Tartaric acidHCID 86759296HCID 86759296, compound

Product 1

HCID 86759298HCID 86759298, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 3-{[(2R, 4S)-2-(4,5-diphenyloxazol-2-yl)-4-methoxypyrrolidin-1-yl]methyl}phenoxyacetic acid (100 mg) in EtOH (0.65 mL) was added a solution of L-(+)-tartaric acid (32 mg) in EtOH (1.3 mL) at room temperature. To the mixture was added n-hexane (3.9 mL), and the mixture was stirred at room temperature for 2 hours. The resulting precipitate was collected and dried under reduced pressure to give 3-{[(2R, 4S)-2-(4,5-diphenyloxazol-2-yl)-4-methoxypyrrolidin-1-yl]methyl}phenoxyacetic acid tartrate (a L-(+)-tartaric acid addition salt of 3-{[(2R, 4S)-2-(4,5-diphenyloxazol-2-yl)-4-methoxypyrrolidin 1-yl]methyl}phenoxyacetic acid) (102 mg).

Workup

  1. customThe resulting precipitate was collected
  2. customdried under reduced pressure

Sources & evidence

ORD record
ord-3c8c84ffe63d436eb4aa86720d0766ab
Source dataset
uspto-grants-2003_12
Patent number
US06660759B1

Reaction notes

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