Sodium Hydroxide → HCID 59659278, compound

HRID 2056406Notes

Reaction equation

HRID 2056406 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[C:9]([CH3:13])[CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:14][O:15][C@H:16]1[CH2:21][CH2:20][CH2:19][C@@H:18]([O:22][CH2:23][C:24]2([C:27]([O:29]CC)=[O:28])[CH2:26][CH2:25]2)[CH2:17]1.[OH-].[Na+]>CO>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[C:9]([CH3:13])[CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:14][O:15][C@H:16]1[CH2:21][CH2:20][CH2:19][C@@H:18]([O:22][CH2:23][C:24]2([C:27]([OH:29])=[O:28])[CH2:26][CH2:25]2)[CH2:17]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59659237HCID 59659237, compound

Product 1

HCID 59659278HCID 59659278, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

56 mg of ethyl (1R,3S)-1-[3-(5-methyl-2-m-tolyloxazol4-ylmethoxy)-cyclohexyloxymethyl]cyclopropanecarboxylate are dissolved in 3 ml of methanol, 0.5 ml of 5N NaOH is added and the mixture is stirred at room temperature for 18 h. The solvent is removed under reduced pressure and the residue is acidified with trifluoroacetic acid and purified by RP-HPLC. This gives (1R,3S)-1-[3-(5-methyl-2-m-tolyloxazol-4-ylmethoxy)cyclohexyloxymethyl]cyclopropanecarboxylic acid as a colorless oil. C23H29NO5 (399.49), MS (ESI): 400 (M+H+).

Workup

  1. customThe solvent is removed under reduced pressure
  2. custompurified by RP-HPLC

Sources & evidence

ORD record
ord-f0ed4a95803943fb871d8cde5a018494
Source dataset
uspto-grants-2008_02
Patent number
US07335671B2

Reaction notes

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