Reacción #812355

Ecuación de reacción

(1S,3aS,5S,7aR)-1-formyl-5-phenyl-7a-methylperhydroinden-3a-ol

aminoguanidine hydrogencarbonate

→

title compound

Rendimiento 69.2%

(1S,3aS,5S,7aR)-1-[(E)-Guanidinoimino]methyl-5-phenyl-7a-methylperhydroinden-3a-ol

Rendimiento 69.2%

Disolventes

hydrochloric acid

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroevaporated to dryness under reduced pressure
2. 2
   OtroThe crude product was purified by flash-chromatography (SiO2)
3. 3
   workup.ADDITIONThe fractions containing the title compound
4. 4
   Otrowere collected
5. 5
   Otroevaporated to dryness
6. 6
   OtroThe residue was triturated with ethanol/ethyl acetate

Procedimiento

A solution of 0.57 g of (1S,3aS,5S,7aR)-1-formyl-5-phenyl-7a-methylperhydroinden-3a-ol and 1.50 g of aminoguanidine hydrogencarbonate in 30 ml of 0.01N hydrochloric acid and 80 ml of dioxane was kept at room temperature for 3 days and then evaporated to dryness under reduced pressure. The crude product was purified by flash-chromatography (SiO2) using chloroform/methanol/28% ammonium hydroxide 78/20/2 as the eluant. The fractions containing the title compound were collected and evaporated to dryness. The residue was triturated with ethanol/ethyl acetate to give 0.48 g of the title compound (I-aa) as a white solid.

Fuente