Methyl L-threoninate hydrochloride → N-(cis-5,8,11,14,17-Eicosapentaenoyl)-O-Phospho-L-Threonine

Participants

Reaction Steps

This compound was prepared as described above for (6), using 0.5 mmol (151 mg) of cis-5,8,11,14,17-eicosapentaenoic acid and 1 mmol (170 mg) of L-threonine methyl ester hydrochloride; yield 99 mg, (41%); Rf 0.05-0.10 (system B); 1H-NMR (CD3SOCD3, 200 MHz) δ0.9-1.0 (t, 3H, ω-CH3); 1.2-1.4 (d, 3H, CH3CHOP); 1.5-1.6 (t, 2H, CH2); 2.0-2.2 (m, 6H, CH2CO and 2CH2CH═CH); 2.7-2.9 (br s, 8H, 4HC═CH—CH2—CH═CH); 4.1-4.3 (m, 2H, 2CH); 5.2-5.4 (br s, 10H, 5HC═CH); 8.2-8.4 (m, 3H, NH and 2POH)

Provenance & Evidence