(2S,3S)-4,4,4-Trifluoro-2-hydrazino-3-methyl-butan-1-ol HCl → (2S,3S)-2-Amino-4,4,4-trifluoro-3-methyl-butan-1-ol HCl

(2S,3S)-4,4,4-Trifluoro-2-hydrazino-3-methyl-butan-1-ol HCl (130 g, 0.623 mole) was dissolved in 1.4 L MeOH with 60 mL concentrated HCl. The solution was hydrogenated with 10 g PtO2 at 50 psig for 12 hours. The mixture was filtered and the filter washed with 1 L MeOH. The MeOH was removed to dryness under vacuum at 30-40° C. The solid was chased with two portions of 1 L MeOH. The solid was stirred with 0.5 L MeOH for 1 hour and the NH4Cl was removed by filtration. To remove more NH4Cl, the filtrate can be concentrated to 2/3 volume and crystallized NH4Cl removed by filtration. The filtrate was concentrated to dryness and dried at 35° C. at <10 mm Hg. The hydrochloride can be purified by stirring with 20% v/v CH3CN:EtOAc removing a green coloring and removing essentially all the Pt to the 10 ppm level.

1. filtrationThe mixture was filtered
2. washthe filter washed with 1 L MeOH
3. customThe MeOH was removed to dryness under vacuum at 30-40° C
4. customthe NH4Cl was removed by filtration
5. customTo remove more NH4Cl
6. concentrationthe filtrate can be concentrated to 2/3 volume
7. customcrystallized NH4Cl
8. customremoved by filtration
9. concentrationThe filtrate was concentrated to dryness
10. customdried at 35° C. at <10 mm Hg
11. customThe hydrochloride can be purified
12. stirringby stirring with 20% v/v CH3CN
13. customEtOAc removing a green coloring and removing essentially all the Pt to the 10 ppm level

ORDレコード

ord-de1c4df722e9415cb90822d0b42f5d16

出典データセット

uspto-grants-2009_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07598422B2