(Cyano-phenyl-methyl)-carbamic acid tert-butyl ester → HCID 15284550, compound

Participants

Reaction Steps

To an ice cooled solution of 3.69 g of 4-amino-3,3-dimethyl-1-[1-(R)-phenylethyl]-pyrrolidine in 40 ml of anhydrous tetrahydrofuran there was added 4.92 g of 2-(tert-butoxycarbonylamino)-2-phenylacetonitrile and the mixture was stirred at room temperature for 1 hr. Solvent was removed under reduced pressure, and to the residue there was added ethyl acetate. The mixture was washed with a 1N sodium hydroxide aqueous solution three times and then dried. Solvent wa then removed under reduced pressure. The residue was purified through column chromatography using 200 g of silica gel in a column with chloroform as the eluant containing from 1% to 5% methanol to yield 4.32 g of the titled compound. 1H-NMR(CDCl3) δ ppm;1.00, 16(each 3H, s), 1.40(3H, d, J=7.2 Hz), 1.52(9H, s), 2.00-3.62(5H, m), 3.85-4.10(1H, m), 4.90(1H, bs), 7.38(5H, s)

Provenance & Evidence