Methyl L-threoninate hydrochloride → N-(cis4,7,10,13,16,19-Docosahexaenoyl)-O-Phospho-L-Threonine

Participants

Role	Name	HCID	Charge
Reactant	Methyl L-threoninate hydrochloride	HCID 2734893	—
Reactant	4,7,10,13,16,19-cis-Docosahexaenoic acid	HCID 73013253	—
Reactant	N-(cis-5,8,11,14-Eicosatetraenoyl)-O-Phospho-L-Serine	HCID 86583929	—
Product	N-(cis4,7,10,13,16,19-Docosahexaenoyl)-O-Phospho-L-Threonine	HCID 86583932	—

Reaction Steps

This compound was prepared as described above for (6) using 0.5 nmmol (164 mg) of cis-4,7,10,13,16,19-docosahexaenoic acid and 1 mmol (170 mg) of L-threonine methyl ester hydrochloride; yield 109 mg, (43%); Rf 0.05-0.10 (system B); 1H-NMR (CD3SOCD3, 200 MHz) δ0.9-1.0 (t, 3H, ω-CH3); 1.2-1.4 (3H, d, CH3CHOP); 2.0-2.1 (t, 2H, CH2CO); 2.2-2.4 (m, 4H, 2CH2CH═CH); 2.7-2.9 (br s, 10H, 5HC═CHCH2CH═CH); 4.1-4.3 (m, 2H, 2CH); 5.2-5.4 (br s, 12H, 6HC═CH); 8.2-8.4 (m, 3H, NH and 2POH)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06274747B1
Source dataset	uspto-grants-2001_08
ORD ID	ord-1b704c20f5a24b9cb585cda654d75e94
Source note	uspto-grants-2001_08