This invention discloses a single molecular weight heterobifunctional PEG (X-PEG-Y)
linker DBCO-PEG45-NHS Ester(N-{138-[(2,5-dioxanetetrahydro-1H-pyrrolo-1-yl)oxy]-138-oxonyl-3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51,54,57,60,63,66,69,72,75,78,81,84,87,90,93,96,99,102,105,108,111,114,117,120,123,126,129,132,135-tetradecanoyloxa-1-octadecanoyl-1-yl}-4-oxonyl-4-{11-azatricyclic[10.4.0.0]} 4,9 This invention relates to the synthesis of hexadecene-1(12),4(9),5,7,13,15-hexaden-2-ynthin-11-yl)
butyramide, and pertains to the field of
organic synthesis. The bioorthogonal
chemical reaction of DBCO reagents with hydrophilic
polyethylene glycol (PEG) chains with azides has been widely used due to its mild
reaction conditions, rapid
reaction rate, and good
biocompatibility. This invention successfully prepared a novel DBCO heterobifunctional molecule, DBCO-PEG45-NHS Ester, with a total yield of ~20% and a scale of hundreds of grams through twelve conventional transformations including protection, substitution, addition, condensation, and deprotection. This
route is simple to operate and operates under mild
reaction conditions, representing a novel synthetic process with significant
economic benefits and
market potential.