Reaktion #2288383

Reaktionsgleichung

6-(3-(tert-butyldimethylsilyloxy)-2-hydroxypropyl)-1,3-dimethyl-5-phenyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

6-(3-(tert-Butyldimethylsilyloxy)-2-hydroxypropyl)-1,3-dimethyl-5-phenyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

triethylamine

methanesulfonyl chloride

K2CO3

→

title compound

1-((tert-Butyldimethylsilyl)oxy)-3-(1,3-dimethyl-2,4-dioxo-5-phenyl-3,4-dihydro-1H-pyrrolo[3,4-d]pyrimidin-6(2H)-yl)propan-2-yl methanesulfonate

Lösungsmittel

DCE

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigereaction
2. 2
   Extraktionextracted with DCM (3×20 ml)
3. 3
   Einengenconcentrated in vacuo

Vorschrift

To a solution of 6-(3-(tert-butyldimethylsilyloxy)-2-hydroxypropyl)-1,3-dimethyl-5-phenyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (step 2) (1 g, 2.25 mmol) in DCE (20 ml) was added triethylamine (1.57 ml, 11.27 mmol), DMAP (28 mg, 0.025 mmol) and methanesulfonyl chloride (0.89 ml, 11.3 mmol) at 0° C. and reaction stirred for 2 hours at RT. Solid K2CO3 was added to the reaction mixture and then it was diluted with water and extracted with DCM (3×20 ml). The organics were passed through a hydrophobic frit and concentrated in vacuo to yield the title compound as a brown oil which was used without further purification;

Quelle