Diethyl Ether → (2S)-2-t-Butoxycarbonylamino-2-ethyl-3-n-hexanoyloxy-1-propanol

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Reaction Steps

Molecular sieve 4A (117 g) and pyridinium dichromate (117 g, 311 mmol) were added to a solution of (2R)-2-t-butoxycarbonylamino-2-ethyl-3-n-hexanoyloxy-1-propanol (66.7 g, 210 mmol) obtained in Reference example 2 (2a) in methylene chloride (700 mL) under ice-cooling and the mixture was stirred at room temperature for 2 hours. Ether was added to the reaction mixture and the mixture was filtered. The filtrate was evaporated under reduced pressure and the residue was purified by silica gel chromatography (hexane:ethyl acetate, 10:1-5:1) to obtain the title compound (45.9 g, yield: 69%).

Provenance & Evidence