Sodium Hydroxide → 1-(1,1-Dimethylethyl) (3S)-3-[4-(carboxymethyl)phenoxy]-1-pyrrolidinecarboxylate

HRID 747743Notes

Reaction equation

HRID 747743 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([O:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][C:21]([O:23]CC)=[O:22])=[CH:16][CH:15]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([O:13][C:14]2[CH:15]=[CH:16][C:17]([CH2:20][C:21]([OH:23])=[O:22])=[CH:18][CH:19]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10937002HCID 10937002, compound

Product 1

HCID 688321321-(1,1-Dimethylethyl) (3S)-3-[4-(carboxymethyl)phenoxy]-1-pyrrolidinecarboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

750 mg of ethyl 2-[4-[(3S)-1-(t-butoxycarbonyl)-3-pyrrolidyloxy]phenyl]acetate was dissolved in 10 ml of ethanol. 4 ml of 1 N aqueous sodium hydroxide solution was added to the obtained solution. After stirring at room temperature overnight, the solvent was evaporated. 1 N hydrochloric acid was added to the residue. After the same isolation process as that of step 1 in Example 1 with ethyl acetate as the extractant, the title compound was obtained.

Workup

  1. customthe solvent was evaporated
  2. addition1 N hydrochloric acid was added to the residue

Sources & evidence

ORD record
ord-9fa4935e86764e7f8445a6369b01dcc5
Source dataset
uspto-grants-2008_07
Patent number
US07396844B1

Reaction notes

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