Reacción #1992192

Ecuación de reacción

6α-azido-1,2β-methylenandrost-4-ene-3,17-dione

1,3-propanedithiol

triethylamine

→

6α-amino-1,2β-methylenandrost-4-ene-3,17-dione

Rendimiento 64.0%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThen the reaction mixture is evaporated in vacuo to dryness
2. 2
   Lavadothe etheral solution washed with water
3. 3
   Otrodried
4. 4
   Otroevaporated in vacuo

Procedimiento

A mixture of 6α-azido-1,2β-methylenandrost-4-ene-3,17-dione (1695 mg, 5 mmol), 1,3-propanedithiol (0.25 ml, 2.5 mmol), triethylamine (0.35 ml, 2.5 mmol) and methanol (2.5 ml) is stirred for 6 hours at room temperature. Then the reaction mixture is evaporated in vacuo to dryness. The residue is taken up in ether, the etheral solution washed with water, dried and evaporated in vacuo. Column chromatography of the residue over silica gel affords the pure 6α-amino-1,2β-methylenandrost-4-ene-3,17-dione (1000 mg, 64%).

Fuente