Triphenylphosphine → HCID 13036861, compound

Participants

Reaction Conditions

Reaction Steps

To a cold solution (0° C.) of N2 -(phenylacetyl)-N-[(phenylmethyl)oxy]-L-serinamide (6.88 g) in distilled tetrahydrofuran (300 ml), under nitrogen, is added triphenylphosphine (11.20 g) followed by diethylazodicarboxylate (6.60 ml). The solution is allowed to warm to 26° C. and stirred for twelve hours. After removal of solvent under reduced pressure the resulting residue is applied to a silica gel column (eluant ether/hexane→ether). Combination of fractions gives two batches; 1.0 g (pure) and 2.5 g (ca. 60% pure) (total yield ca. 2.2 g). The pure material is recrystallized from ethyl acetate/hexane to give solids; melting point 130°-131° C.

Provenance & Evidence