Reaktion #711745

Reaktionsgleichung

(R)-5-(3-chlorophenyl)-6-(2,3-dihydroxypropyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

tert-butylchlorodimethylsilane

imidazole

tert-butylchlorodimethylsilane

→

title compound

(R)-6-(3-((tert-Butyldimethylsilyl)oxy)-2-hydroxypropyl)-5-(3-chlorophenyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

Lösungsmittel

DMF

EtOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with 0.5M HCl (3×35 mL) and brine (1×35 mL)
2. 2
   TrocknenThe organic phase was dried over magnesium sulfate
3. 3
   Sonstigeevaporated under vacuum

Vorschrift

A solution of (R)-5-(3-chlorophenyl)-6-(2,3-dihydroxypropyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (1.39 g, 3.8 mmol), tert-butylchlorodimethylsilane (633 mg, 4.2 mmol), imidazole (520 mg, 7.6 mmol) and DMAP (47 mg, 0.38 mmol) in DMF (14 mL) was stirred at room temperature for 2 hours. A further portion of tert-butylchlorodimethylsilane (172 mg, 1.1 mmol) was added and the mixture stirred for a further 1 hour. The reaction mixture was diluted with EtOAc (70 mL) and washed with 0.5M HCl (3×35 mL) and brine (1×35 mL). The organic phase was dried over magnesium sulfate and evaporated under vacuum. Trituration with hexane afforded the title compound.

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