Di-tert-butyl dicarbonate → HCID 54112853, compound

Di-t-butyl dicarbonate (1.25 g) in t-butanol (15 ml) was added to a stirred solution of (R)-4-[2-(2-hydroxy-2-phenylethylamino)ethoxy]phenylacetic acid hydrochloride (2.0 g) in 1N aqueous sodium hydroxide (30 ml). The reaction mixture was stirred for 90 minutes at 20° C. The solvent was removed under reduced pressure. Water (20 ml) was added to the residue and the solution was acidified with 2N aqueous citric acid. The product was extracted into 5% methanol in dichloromethane (5×20 ml). The extracts were dried and the solvent removed under reduced pressure to yield N-t-butoxycarbonyl-(R)-[4-[2-(2-hydroxy-2-phenylethylamino)ethoxy]phenylacetic acid as a glass (13 g); [α]25D =-6.2° (c=1.0 in methanol).

1. customThe solvent was removed under reduced pressure
2. additionWater (20 ml) was added to the residue
3. extractionThe product was extracted into 5% methanol in dichloromethane (5×20 ml)
4. customThe extracts were dried
5. customthe solvent removed under reduced pressure

ORD record

ord-b1be821d3db141ad80ab1f6b4ee8d3ed

Source dataset

uspto-grants-1995_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05434184