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. Diisopropyl 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. additionDiisopropyl ether (90 mL) was added to the precipitated crystals, which
5. filtrationwere filtered
6. washwashed twice with diisopropyl ether (30 mL)

ORD record

ord-84eeb56d248a41b5bffcf4a4ce98aad3

Source dataset

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08178686B2