Methanol → (R)-Methyl 2-aminopentanoate

Temperature

-5 °C

Thionyl chloride (47.7 mL) was added dropwise to methanol (300 mL) under stirring at −5° C. over 2 hours and 15 minutes. D-Norvaline (35.00 g) was added to the resulting light yellow solution under stirring at −4° C. The solution was stirred at room temperature for 18 hours and then methanol was removed under reduced pressure. Disopropyl ether (90 mL) was added to the precipitated crystals, which were filtered and washed twice with diisopropyl ether (30 mL) to give (R)-norvaline methyl ester (47.74 g, 95% yield) as a white powder.

1. stirringunder stirring at −4° C
2. stirringThe solution was stirred at room temperature for 18 hours
3. custommethanol was removed under reduced pressure
4. additionDisopropyl ether (90 mL) was added to the precipitated crystals, which
5. filtrationwere filtered
6. washwashed twice with diisopropyl ether (30 mL)

ORD record

ord-adc736d279654b7499ac8c36cf8b5a1d

Source dataset

uspto-grants-2010_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07807840B2