HCID 86731701, compound → HCID 86731700, compound

Participants

Reaction Steps

Methanol (800 mL) was bubbled with ammonia gas. After 1 hour, Raney Nickel (50 g) and tert-butyl (4-cyano-1,1-dioxidotetrahydro-2H-thiopyran-4-yl)carbamate (70 g, 255 mmol) were added. The reaction mixture was stirred under a hydrogen atmosphere. After 16 hours, the reaction mixture was filtered. The filtrate was concentrated under reduced pressure to afford tert-butyl [4-(aminomethyl)-1,1-dioxidotetrahydro-2H-thiopyran-4-yl]carbamate. MS ESI calc'd. for C11H23N2O4S [M+H]+ 279. found 279. 1H NMR (400 MHz, CDCl3) δ 4.54 (s, 1H), 3.25-3.15 (m, 2H), 3.00-2.90 (m, 4H), 2.64-2.60 (m, 2H), 2.13-2.06 (m, 2H), 1.78 (bs, 2H), 1.45 (s, 9H).

Provenance & Evidence