Sodium Hydroxide → HCID 20695077, compound

HRID 380645Notes

Reaction equation

HRID 380645 reaction equation
C([O:3][C:4]([CH2:6][O:7][C:8]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:9]=1[CH2:10][CH2:11][C@@:12]([CH2:19][O:20][C:21](=[O:36])[N:22]([C:29]1[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([OH:18])[CH2:13]2)=[O:5])C.[OH-].[Na+]>C(O)C>[C:4]([CH2:6][O:7][C:8]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:9]=1[CH2:10][CH2:11][C@@:12]([CH2:19][O:20][C:21](=[O:36])[N:22]([C:29]1[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([OH:18])[CH2:13]2)([OH:5])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20695074HCID 20695074, compound

Product 1

HCID 20695077HCID 20695077, compoundYield 42.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (2R)-5-[(ethoxycarbonyl)methoxy]-2-[(N-4-fluorophenyl-N-phenylcarbamoyloxy)methyl]-2-hydroxy-1,2,3,4-tetrahydronaphthalene (80 mg) in ethanol (5 ml) was added 1N-NaOH solution (0.2 ml). After being stirred for 4 hours at the same temperature, the solvent was removed in vacuo. The residue was washed with 1N-HCl solution and brine. The dried solvent was removed in vacuo to give (2R)-5-(carboxymethoxy)-2-[(N-4-fluorophenyl-N-phenyl-carbamoyloxy)methyl]-2-hydroxy-1,2,3,4-tetrahydronaphthalene (32 mg).

Workup

  1. customthe solvent was removed in vacuo
  2. washThe residue was washed with 1N-HCl solution and brine
  3. customThe dried solvent was removed in vacuo

Sources & evidence

ORD record
ord-330f33915ca54b1d9f93f544a1f5f3ae
Source dataset
uspto-grants-2001_10
Patent number
US06303649B1

Reaction notes

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