Triethylamine → HCID 53713534, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of p-nitrobenzyl α-(3-phenoxymethyl-7-oxo-4-thia-2,6-diazabicyclo(3,2,0)hept-2-en-6-yl)-α-(1-hydroxyethylidene)acetate (4.69 g) in tetrahydrofuran (60 ml) under a nitrogen atmosphere at 0°-5° C. was added triethylamine (1.6 ml.) followed by diphenylphosphinyl chloride (2.73 g.) dropwise over 5 minutes. After stirring for 3 hours at 20° C., the tetrahydrofuran was evaporated and the residue dissolved in dichloromethane. The resulting solution was washed with 1% hydrochloric acid and then water, dried with magnesium sulphate and evaporated to give the title compound as a pale yellow friable foam in essentially quantitative yield. TLC (silica) RF 0.54 (ethyl acetate). NMRδCDCl3 2.5 (s, 3H), 3.63 and 4.40 (ABq, 2H, J=14 Hz), 5.13 (s, 2H), 5.68 (d, 1H, J=4 Hz), 5.85 (d, 1H, J=4 Hz) and 6.5-8.03 (m, 20H).

Provenance & Evidence