HCID 14677704, compound → HCID 14677705, compound

HRID 2073553Notes

Reaction equation

HRID 2073553 reaction equation
[C:1]([C:4]1[CH:29]=[CH:28][C:7]([O:8][CH2:9][CH2:10][CH:11]2[O:15][C:14]3[CH:16]=[CH:17][C:18]([C:20](=[O:27])[CH2:21][CH2:22][C:23]([O:25]C)=[O:24])=[CH:19][C:13]=3[CH2:12]2)=[C:6]([CH2:30][CH2:31][CH3:32])[C:5]=1[OH:33])(=[O:3])[CH3:2]>C1COCC1.[OH-].[Na+]>[C:1]([C:4]1[CH:29]=[CH:28][C:7]([O:8][CH2:9][CH2:10][CH:11]2[O:15][C:14]3[CH:16]=[CH:17][C:18]([C:20](=[O:27])[CH2:21][CH2:22][C:23]([OH:25])=[O:24])=[CH:19][C:13]=3[CH2:12]2)=[C:6]([CH2:30][CH2:31][CH3:32])[C:5]=1[OH:33])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 14677704HCID 14677704, compound

Product 1

HCID 14677705HCID 14677705, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

The compound of Example 4 (275 mg, 0.61 mmoles) was taken up in approximately 5 ml THF to which was added in NaOH (1.3 ml). After 2 hours, the THF was removed in vacuo and the aqueous phase was diluted with two volumes of distilled H2O acidified with concentrated HCl. The title compound was extracted into CHCl3, dried and concentrated to a beige solid, m.p. 156°-158°

Workup

  1. customthe THF was removed in vacuo
  2. additionthe aqueous phase was diluted with two volumes of distilled H2O
  3. extractionThe title compound was extracted into CHCl3
  4. customdried
  5. concentrationconcentrated to a beige solid, m.p. 156°-158°

Sources & evidence

ORD record
ord-996ffbff37df4e0788babe9352fc0367
Source dataset
uspto-grants-1990_04
Patent number
US04918092

Reaction notes

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