HCID 86659128, compound → tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate

Temperature

20 °C

A mixture of platinum oxide and 1,1-dimethylethyl [(3R,4R)-4-azidotetrahydro-2H-pyran-3-yl]carbamate (42 g) was purged with nitrogen (×3) and ethanol (1 l) was added. The vessel was purged (×3), charged with hydrogen and stirred at 400 rpm while cooling at 20° C. and stirred for 3 h. The vessel was purged with nitrogen (×3), refilled with hydrogen and stirred for a further 3.5 h. The vessel was purged and refilled with hydrogen at 15 psi and stirred overnight. The vessel was purged and refilled and stirred for 1.5 h. The mixture was filtered through Celite under a nitrogen atmosphere, the filter cake washed with ethanol (2×500 ml) and the filtrate reduced to dryness in vacuo to give 1,1-dimethylethyl [(3R,4R)-4-aminotetrahydro-2H-pyran-3-yl]carbamate (38 g).

1. customwas purged with nitrogen (×3) and ethanol (1 l)
2. additionwas added
3. customThe vessel was purged (×3)
4. additioncharged with hydrogen
5. stirringstirred for 3 h
6. customThe vessel was purged with nitrogen (×3)
7. additionrefilled with hydrogen
8. stirringstirred for a further 3.5 h
9. customThe vessel was purged
10. additionrefilled with hydrogen at 15 psi
11. stirringstirred overnight
12. customThe vessel was purged
13. additionrefilled
14. stirringstirred for 1.5 h
15. filtrationThe mixture was filtered through Celite under a nitrogen atmosphere
16. washthe filter cake washed with ethanol (2×500 ml)

ORD record

ord-d4347d331d894646b84a77ef1cf73d19

Source dataset

uspto-grants-2013_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08470835B2