Tetrahydrofuran → HCID 13140128, compound

(S)-2-amino-4-methylpentan-1-ol (0.276 ml, 2.133 mmol) was added to a stirred, ice-bath cooled suspension of KH (267 mg, 2.327 mmol) in THF (10 ml) under nitrogen. The resulting mixture was allowed to warm to room temperature and stirred for ˜10 minutes and then treated with Mel (0.121 ml, 1.939 mmol). After stirring for 30 minutes the reaction mixture was quenched by addition of saturated NH4Cl(aq) (˜20 ml) and extracted with EtOAc (25 ml×2). The combined organic phases were dried over MgSO4, filtered under vacuum and the filtrate was evaporated to afford an orange oil. The oil was purified by chromatography on silica eluting with 10% (2M NH3 in MeOH)/DCM to afford the title compound which was used without further purification.

1. temperaturecooled
2. additiontreated with Mel (0.121 ml, 1.939 mmol)
3. stirringAfter stirring for 30 minutes the reaction mixture
4. customwas quenched by addition of saturated NH4Cl(aq) (˜20 ml)
5. extractionextracted with EtOAc (25 ml×2)
6. dry with materialThe combined organic phases were dried over MgSO4
7. filtrationfiltered under vacuum
8. customthe filtrate was evaporated
9. customto afford an orange oil
10. customThe oil was purified by chromatography on silica eluting with 10% (2M NH3 in MeOH)/DCM

ORD record

ord-a3598690d98945afa733252f5fd26268

Source dataset

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07989497B2