Diethyl Ether → D-Cysteine Methyl Ester Hydrochloride

To a cooled (0° C.) solution of H-D-Cys-OH.HCl (2.0 g, 0.013 mol) in 89.0 mL of MeOH was added 4.5 mL (0.063 mol) of AcCl. The resulting colorless solution was heated at reflux for 5 h, cooled, concentrated on a rotary evaporator, and then stripped down with Et2O until a white solid resulted. Additional Et2O (~100 mL) was added, the solid filtered, washed with Et2O, and excess solvent removed in vacuo to provide H-D-Cys-OMe.HCl as a white solid (1.80 g). The synthesized compound was identical (1H NMR) to commercially available H-Cys-OMe.HCl (Sigma).

1. temperatureThe resulting colorless solution was heated
2. temperatureat reflux for 5 h
3. temperaturecooled
4. concentrationconcentrated on a rotary evaporator
5. customresulted
6. filtrationthe solid filtered
7. washwashed with Et2O, and excess solvent
8. customremoved in vacuo

ORD record

ord-ac3c8aa02d834f11a14bd9d5ee07547a

Source dataset

uspto-grants-1998_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05710129