trans-(4-Azido-tetrahydro-pyran-3-yl)-carbamic acid tert-butyl ester → tert-Butyl ((3S,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate

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Reaction Steps

trans-(4-Azido-tetrahydro-pyran-3-yl)-carbamic acid tert-butyl ester (intermediate F) (3.3 g, 14 mmol) was dissolved in 27 mL methanol. Platinum (IV) oxide (307 mg, 1.4 mmol) was added was the reaction mixture was hydrogenated with a H2-balloon at room temperature overnight. The catalyst was filtered off and the solvent was evaporated off. The crude material, off-white solid (2.74 g, 93%), MS: m/e=161 [(M-buten)+] was used without further purification.

Provenance & Evidence