[(S)-Cyclopropyl(phenyl)methyl]amine

Uses

[(S)-Cyclopropyl(phenyl)methyl]amine can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.

Synthesis

A solution of (S)-2-amino-3-methyl-1,1-diphenylbutan-1-ol (47 mmoL 12 g) in THF (80 mL) was stirred at temperature below 30 °C. followed by slow addition of borane-tetrahydrofuran solution (1M, 95 mL). The tempera-ture was allowed to rise to room temperature over 2 h, The reaction mixture was then stirred at 0 °C. and the solution of pure anti-cyclopropyl(phenyl)methamine-benzyl oxime (19 mmol, 5 g), in THF (10 mL) was added. After stirring the mixture for 20 h at room temperature, the reaction mixture was cooled to 0 °C. and treated with hydrochloric acid (2N, 100 mL). The mixture was stirred for 16 h then basified at 0 °C. by addition of 35% sodium hydroxide (100 mL) followed by extraction with ethyl acetate. Extract washed with water and brine, dried over sodium sulfate and evaporated to dryness. Amine was purified by LC (BIOTAGE SPI purification system), using chloroform:methanol (gradient up to 25% of methanol) to give 2.1 g of (S)-cyclopropyl(phenyl)methanamine, yield 72%.