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. 2009 May 15;20(6):1194–1200. doi: 10.1021/bc900054q

Scheme 1. Synthesis of the Phospholipid- (6), PEG- (8), Phospholipid-PEG (9) TLR7 Conjugates.

Scheme 1

(a) Lithium N,N′-methylethylenediaminoaluminum hydrides THF, 0° C; (b) NaI, chlorotrimethylsilane, CH3CN, r.t; (c) PBS, r.t.; (d) NaOH:EtOH 1:1, reflux; (e) DOPE, HATU, triethylamine,DMF/DCM 1:1, r.t.; (f) O-(2-Aminoethyl)-O2-(2-azidoethyl)nonaethylene glycol, HATU, triethylamine, DMF, r.t.; (g) 4-pentyonic acid, sodium ascorbate, Cu(OAc)2, t-BuOH/H2O/THF 2:2:1, r.t; (h) DOPE, HATU, triethylamine, DMF/DCM 1:1, r.t.