Sodium Hydroxide → HCID 178459042, compound

HRID 260448Notes

Reaction equation

HRID 260448 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:26]([OH:31])([CH2:29][CH3:30])[CH2:27][CH3:28])[CH:5]=[C:6]([CH:25]=1)[O:7][CH2:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([C:20]3[CH:24]=[CH:23][O:22][CH:21]=3)=[CH:14][C:15](=[O:19])[O:16]2)=[CH:11][CH:10]=1.[OH-:32].[Na+:33]>C1COCC1>[Na+:33].[Na+:33].[O:22]1[CH:23]=[CH:24][C:20]([C:13]([C:12]2[CH:11]=[CH:10][C:9]([CH2:8][O:7][C:6]3[CH:25]=[C:2]([F:1])[CH:3]=[C:4]([C:26]([OH:31])([CH2:27][CH3:28])[CH2:29][CH3:30])[CH:5]=3)=[CH:18][C:17]=2[OH:32])=[CH:14][C:15]([O-:16])=[O:19])=[CH:21]1.[O:22]1[CH:23]=[CH:24][C:20]([C:13]([C:12]2[CH:11]=[CH:10][C:9]([CH2:8][O:7][C:6]3[CH:25]=[C:2]([F:1])[CH:3]=[C:4]([C:26]([OH:31])([CH2:27][CH3:28])[CH2:29][CH3:30])[CH:5]=3)=[CH:18][C:17]=2[OH:32])=[CH:14][C:15]([O-:16])=[O:19])=[CH:21]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 9910119HCID 9910119, compound

Product 1

HCID 178459042HCID 178459042, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of the lactone from Step 1 in THF was treated with 2 equivalents of 1N NaOH and the mixture heated at reflux for 2 hrs. The solvent was removed in vacuo and the residue was lyophilized for 16 hrs to afford the title compound.

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for 2 hrs
  3. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-5847bcdaf4b3476e92ba2ebd9c6ad392
Source dataset
uspto-grants-1996_06
Patent number
US05527827

Reaction notes

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