Reacción #1983

Ecuación de reacción

compound

1-benzyl-3-trifluoromethylpyrrolidine-3-carboxylic acid

diphenylphosphoryl azide

trimethyl amine

t-butanol

→

title compound

Rendimiento 96.7%

1-benzyl-3-(BOC-amino)-3-trifluoromethylpyrrolidine

Rendimiento 96.7%

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaat reflux under N2 for 24 hours
3. 3
   ConcentraciónThe mixture was concentrated to dryness
4. 4
   workup.DISSOLUTIONthe residue was dissolved in methylene chloride
5. 5
   LavadoThe solution was washed with satd
6. 6
   ConcentraciónNaHCO3 and water, then concentrated
7. 7
   OtroThe residue was chromatographed on silica gel

Procedimiento

A mixture of 1.42 g of the compound from step 454a, 1.71 g of diphenylphosphoryl azide, 12.3 g of t-butanol and 0.627 g of trimethyl amine was heated at reflux under N2 for 24 hours. The mixture was concentrated to dryness, and the residue was dissolved in methylene chloride. The solution was washed with satd. NaHCO3 and water, then concentrated. The residue was chromatographed on silica gel to give 1.73 g of the title compound.

Fuente