Borane;tetrahydrofuran → Benzyl 1-hydroxy-3-(1-methylcyclohexyl)propan-2-ylcarbamate

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

A mixture of 0.510 g (1.60 mmol) of 2-(benzyloxycarbonylamino)-3-(1-methylcyclohexyl)propanoic acid, 5 mL of THF, and 10 mL of 1.0 M BH3.THF in THF was stirred at 0° C. for 2 h. The mixture was allowed to warm to rt for 16 h. The reaction mixture was then cooled with an ice bath and quenched with 20 mL of MeOH and 2 mL of HOAc. After the solvents were removed in vacuo, the residue was purified by reversed-phase HPLC to afford 0.3655 g (75%) of benzyl 1-hydroxy-3-(1-methylcyclohexyl)propan-2-ylcarbamate. MS ESI +ve m/z 328 (M+Na).

Herkunft & Nachweise