Toluene → HCID 86718845, Verbindung

Temperatur

66 °C

(3aR,4S,6R,6aS)-6-Amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol (80.0 g, 96%, 443.4 mmol), toluene (46.9 mL) and iso-propanol (500 mL) were taken to a flask with a stirrer. The mixture was heated, with stirring, to 31° C. when N-(tert-butoxycarbonyl)-L-phenylalanine (124.8 g, 99%, 465.5 mmol) was added together with iso-propanol (99 mL). The mixture was further heated to 66° C. when a clear solution was obtained. The solution was cooled and crystallization started at 55° C. The slurry was further cooled to ambient temperature and stirred overnight. The next day the slurry was cooled to 0° C. and stirred at this temperature for 120 min. The crystals were isolated on a glass filter, washed with cooled iso-propanol (500 mL) and dried in vacuum at 40° C. to give an amount of 85.8 g. The assay by titration was 99.0% and ee by LC 99.2%. The yield was 43.3%.

1. temperatureThe mixture was heated
2. customwas obtained
3. temperatureThe solution was cooled
4. customcrystallization
5. customstarted at 55° C
6. temperatureThe slurry was further cooled to ambient temperature
7. temperatureThe next day the slurry was cooled to 0° C.
8. stirringstirred at this temperature for 120 min
9. customThe crystals were isolated on a glass
10. filtrationfilter
11. washwashed with cooled iso-propanol (500 mL)
12. customdried in vacuum at 40° C.
13. customto give an amount of 85.8 g

ORD-Eintrag

ord-e9a86054c3d64b2da82c31cb20d9b78d

Quelldatensatz

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09079873B2