Triphenylphosphine → HCID 57198907, compound

Participants

Reaction Conditions

Reaction Steps

0.91 g (5.25 mmol) of diethyl azodicarboxylate is added dropwise at 0° C. to 1.37 g (5.25 mmol) of triphenylphosphine in 20 ml of tetrahydrofuran, and the mixture is stirred at 0° C. for 30 minutes. 1.11 g (3.50 mmol) of 2-fluoro-6-(4-hydroxyphenyl)-3-octyloxypyridine (prepared as described in EXAMPLE 21) and 0.75 g (5.25 mmol) of (2S,3S)-3-pentyl-2-oxiranylmethanol are then added. After a reaction time of 18 hours at room temperature, the solvent is distilled off, and the residue is purified by chromatography (silica gel, 8:2 hexane/ethyl acetate). Recrystallization from hexane gives 0.85 g of (2S,3S)-3-pentyloxiran-2-ylmethyl 4-(2-fluoro-3-octyloxypyridin-6-yl)phenyl ether having an [α]D20 (2.6% in CH2Cl2) of -18.01°. ##STR71##

Provenance & Evidence