Selective derivatization of one of the two functional groups in a symm
etrical homo-bifunctional molecule is always an uphill synthetic task.
A novel method for synthesis of mono-protected homo-bifunctional poly
(ethylene glycol) (PEG) is described in this work. The methodology uti
lizes a combination of two protecting groups that are orthogonal to ea
ch other for the introduction of one of these groups into symmetrical
homo-bifunctional PEG polymers. Different well-known protecting groups
, namely the carbobenzyloxy (Z) and the t-butyloxycarbonyl (Boc) group
s, have been evaluated for this particular purpose. The approach appea
rs to be straightforward in terms of separation of desired products fr
om other non-desirable products or reactants. The methodology describe
d here might be applicable to any symmetrical homo-bifunctional molecu
lar substance and for synthesis of its corresponding monoprotected der
ivatives.