rel-(3R,3aR,5R,7aS)-5-cyclopropyl-7a-(2,4-difluorophenyl)-3-(methoxymethyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole → rel-(1R)-1-[(2R,4R,5S)-5-amino-2-cyclopropyl-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]-2-methoxyethanol

Participants

Reaction Steps

Zinc powder (2.22 g, 34.0 mmol) was added to a solution of rel-(3R,3aR,5R,7aS)-5-cyclopropyl-7a-(2,4-difluorophenyl)-3-(methoxymethyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole (C39) (850 mg, 2.61 mmol) in acetic acid (9 mL), and the resulting mixture was allowed to cool to room temperature and stir for 5 hours. The mixture was filtered through Celite, and the filtrate was concentrated in vacuo to afford the product as an oil. Yield: 845 mg, 2.58 mmol, 99%. LCMS m/z 328.2 [M+H+].

Provenance & Evidence