Reacción #93383

Ecuación de reacción

9-(1,3-dihydroxy-2-propoxymethyl)guanine

n-hexadecanoic acid

→

9-(1,3-di-n-hexadecanoyloxy-2-propoxymethyl)guanine

Rendimiento 97.6%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe compound was then precipitated in ice water
2. 2
   ExtracciónThe water was extracted with methylene chloride (3x)
3. 3
   ConcentraciónThe combined methylene chloride extracts were concentrated
4. 4
   Otropurified on preparative silica gel plates

Procedimiento

To 50 mg of 9-(1,3-dihydroxy-2-propoxymethyl)guanine in 5 ml of N,N-dimethylformamide were added 290 mg dicyclohexycarbodiimide and 300 mg of n-hexadecanoic acid and the solution was stirred at 50° C. for 50 hours. The compound was then precipitated in ice water. The water was extracted with methylene chloride (3x). The combined methylene chloride extracts were concentrated, then purified on preparative silica gel plates developed in 1:9 methanol:methylene chloride to yield 140 mg 9-(1,3-di-n-hexadecanoyloxy-2-propoxymethyl)guanine, m.p. 150°-154° C.

Fuente