Sodium Hydroxide → 5-Benzylsulfonylamino-1-methoxymethyl-3-uracilylacetic acid

HRID 849296Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 849296
[CH2:1]([S:8]([NH:11][C:12]1[C:13](=[O:28])[N:14]([CH2:22][C:23]([O:25]CC)=[O:24])[C:15](=[O:21])[N:16]([CH2:18][O:19][CH3:20])[CH:17]=1)(=[O:10])=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO.O>[CH2:1]([S:8]([NH:11][C:12]1[C:13](=[O:28])[N:14]([CH2:22][C:23]([OH:25])=[O:24])[C:15](=[O:21])[N:16]([CH2:18][O:19][CH3:20])[CH:17]=1)(=[O:10])=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 22943410Ethyl 5-benzylsulfonylamino-1-methoxymethyl-3-uracilylacetate

Produkt 1

HCID 229433865-Benzylsulfonylamino-1-methoxymethyl-3-uracilylacetic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a cooled (0° C.) suspension of the compound of Example 43 (10.0 g, 24 mmole) in methanol (50 mL) is added 1.0N NaOH (49 mL) over a period of 10 minutes. After the addition is complete, the solution is allowed to warm to room temperature over a period of 1.5 hours. The solvent is reduced under vacuum, residue diluted with water, and washed with ethyl acetate twice. The aqueous layer is acidified with 2.0N HCl to pH 1, extracted with ethyl acetate three times. The combined organic extracts are washed with water, then brine (twice). The solvent is removed to give the title compound.

Aufarbeitung

  1. temperatureTo a cooled
  2. additionAfter the addition
  3. washwashed with ethyl acetate twice
  4. extractionextracted with ethyl acetate three times
  5. washThe combined organic extracts are washed with water
  6. customThe solvent is removed

Quellen und Nachweise

ORD-Eintrag
ord-1b7f83d16fdb4ffc8e52082b5ad0cc21
Quelldatensatz
uspto-grants-2000_01
Patentnummer
US06011158

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