Реакция #76833

Уравнение реакции

1,3-dicyclohexylcarbodiimide

(R)-9-[4-Hydroxy-2-(stearoyloxymethyl)butyl]guanine

N-BOC-L-isoleucine

→

(R)-9-[4-(N-BOC-L-isoleucyloxy)-2-(stearoyloxymethyl)butyl]guanine

Растворители

—

solvent

DMF

Условия реакции

Обработка

1. 1
   ДругоеAfter reaction for 18 hours
2. 2
   Фильтрацияthe reaction mixture was filtered through Celite
3. 3
   ДругоеThe product was isolated by silica gel column chromatography
4. 4
   Промывкаeluting at 5% MeOH in CH2Cl2

Методика

(R)-9-[4-Hydroxy-2-(stearoyloxymethyl)butyl]guanine (135 mg, 0.26 mmole) and N-BOC-L-isoleucine (180 mg, 0.78 mmole) were coevaporated with dry DMF twice and dissolved in the same solvent (3.5 ml). To the solution was added 1,3-dicyclohexylcarbodiimide (160 mg, 0.78 mmole) and 4-dimethylaminopyridine (4.8 mg, 0.039 mmole). After reaction for 18 hours, the reaction mixture was filtered through Celite and worked up in a conventional manner. The product was isolated by silica gel column chromatography, eluting at 5% MeOH in CH2Cl2. (Yield 160 mg)

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