Reaktion #567314

Reaktionsgleichung

5-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-9-oxa-bicyclo[3.3.1]nonane-2-carboxylic acid methyl ester

LiOH

→

5-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-9-oxa-bicyclo[3.3.1]nonane-2-carboxylic acid

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeNext day MeOH was removed under reduced pressure
2. 2
   workup.ADDITIONdiluted with water
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   Extraktionextracted with ethyl acetate (3×25 ml)
5. 5
   WaschenCombined organic layer was washed with brine
6. 6
   Trocknendried over Na2SO4
7. 7
   SonstigeConcentration of the solvent gave a white solid, which
8. 8
   Sonstigewas purified
9. 9
   Sonstigeby crystallizing from ether

Vorschrift

5-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-9-oxa-bicyclo[3.3.1]nonane-2-carboxylic acid methyl ester (50 mg, from step 2) was taken in MeOH (5 ml). LiOH (15 mg) was added and stirred at rt overnight. Next day MeOH was removed under reduced pressure, diluted with water and extracted with ethyl acetate. Aqueous layer was acidified with 1N HCl, extracted with ethyl acetate (3×25 ml). Combined organic layer was washed with brine, and dried over Na2SO4. Concentration of the solvent gave a white solid, which was purified by crystallizing from ether. Mass (ES+ 405)

Quelle